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626-60-8

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626-60-8 Usage

Chemical Properties

clear colorless to yellow liquid

Uses

3-Chloropyridine is used as a pharmaceutical intermediate. It can be used to produce 3-chloro-pyridine-1-oxide.

Purification Methods

Distil 3-chloropyridine from KOH pellets. [Beilstein 20/5 V 406.]

Check Digit Verification of cas no

The CAS Registry Mumber 626-60-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 626-60:
(5*6)+(4*2)+(3*6)+(2*6)+(1*0)=68
68 % 10 = 8
So 626-60-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H4ClN/c6-5-2-1-3-7-4-5/h1-4H

626-60-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (C0280)  3-Chloropyridine  >95.0%(GC)

  • 626-60-8

  • 25g

  • 450.00CNY

  • Detail
  • TCI America

  • (C0280)  3-Chloropyridine  >95.0%(GC)

  • 626-60-8

  • 100g

  • 1,490.00CNY

  • Detail
  • TCI America

  • (C0280)  3-Chloropyridine  >95.0%(GC)

  • 626-60-8

  • 500g

  • 3,790.00CNY

  • Detail
  • Alfa Aesar

  • (B24316)  3-Chloropyridine, 99%   

  • 626-60-8

  • 10g

  • 260.0CNY

  • Detail
  • Alfa Aesar

  • (B24316)  3-Chloropyridine, 99%   

  • 626-60-8

  • 50g

  • 751.0CNY

  • Detail
  • Aldrich

  • (C70002)  3-Chloropyridine  ReagentPlus®, 99%

  • 626-60-8

  • C70002-25G

  • 450.45CNY

  • Detail
  • Aldrich

  • (C70002)  3-Chloropyridine  ReagentPlus®, 99%

  • 626-60-8

  • C70002-50G

  • 710.78CNY

  • Detail
  • Vetec

  • (V900733)  3-Chloropyridine  Vetec reagent grade, 98%

  • 626-60-8

  • V900733-5G

  • 143.91CNY

  • Detail
  • Vetec

  • (V900733)  3-Chloropyridine  Vetec reagent grade, 98%

  • 626-60-8

  • V900733-25G

  • 500.76CNY

  • Detail

626-60-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Chloropyridine

1.2 Other means of identification

Product number -
Other names 3-Cl-pyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:626-60-8 SDS

626-60-8Synthetic route

pyridin-3-ylamine
462-08-8

pyridin-3-ylamine

3-Chloropyridine
626-60-8

3-Chloropyridine

Conditions
ConditionsYield
With tert-Butyl thionitrate; copper dichloride In acetonitrile at 25℃; for 6h;95%
With hydrogenchloride; copper; sodium nitrite Diazotization;
3-chloropyridine-N-oxide
1851-22-5

3-chloropyridine-N-oxide

3-Chloropyridine
626-60-8

3-Chloropyridine

Conditions
ConditionsYield
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction;93%
With aluminium(III) iodide In acetonitrile for 6h; Heating;80%
With 1,1,2,2-tetrabutyl-1,2-dichloro distannane In tetrahydrofuran for 1h; Heating;75%
3-Bromopyridine
626-55-1

3-Bromopyridine

3-Chloropyridine
626-60-8

3-Chloropyridine

Conditions
ConditionsYield
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 20h; Finkelstein Reaction; Schlenk technique; Inert atmosphere;90%
With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 36h; Inert atmosphere;89 %Chromat.
With iron(III) chloride; sodium chloride In acetonitrile for 4h; Kinetics; Irradiation; Green chemistry;
3,5-Dinitro-N-phenyl-benzimidoyl chloride
29955-47-3

3,5-Dinitro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dinitro-(N-phenyl)benzamide
7461-51-0

3,5-dinitro-(N-phenyl)benzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 3.7%
B 89.8%
C n/a
2,4-Dinitro-N-phenyl-benzimidoyl chloride
87282-02-8

2,4-Dinitro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dinitro-benzoic acid anilide
22978-56-9

2,4-dinitro-benzoic acid anilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 19.4%
B 85.3%
C n/a
C19H14N2O2
30435-62-2

C19H14N2O2

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

benzophenone
119-61-9

benzophenone

C

hexachloroethane
67-72-1

hexachloroethane

D

benzophenone azine
983-79-9

benzophenone azine

Conditions
ConditionsYield
With tetrachloromethane Ambient temperature; Irradiation; Yields of byproduct given;A 82%
B n/a
C n/a
D n/a
pyridine N-oxide
694-59-7

pyridine N-oxide

N-Phenyl-o-nitrobenzimidoyl chloride
57761-80-5

N-Phenyl-o-nitrobenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

N-phenyl-2-nitrobenzamide
2385-27-5

N-phenyl-2-nitrobenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide
87281-92-3

2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 29.8%
B 66%
C n/a
D 30.7%
N-Phenyl-o-nitrobenzimidoyl chloride
57761-80-5

N-Phenyl-o-nitrobenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

N-phenyl-2-nitrobenzamide
2385-27-5

N-phenyl-2-nitrobenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide
87281-92-3

2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 29.8%
B 66%
C n/a
D 30.7%
pyridine N-oxide
694-59-7

pyridine N-oxide

3-nitro-N-phenyl-benzimidoyl chloride
5509-90-0

3-nitro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

5-nitrobenzanilide
2243-73-4

5-nitrobenzanilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-pyridine
87281-93-4

2-pyridine

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 41.3%
B 62.7%
C n/a
D 30.1%
pyridine N-oxide
694-59-7

pyridine N-oxide

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

5-nitrobenzanilide
2243-73-4

5-nitrobenzanilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-pyridine
87281-93-4

2-pyridine

Conditions
ConditionsYield
With N-Phenyl-m-nitrobenzimidoyl chloride In 1,2-dichloro-ethane for 24h; Heating;A 41.3%
B 62.7%
C n/a
D 30.1%
3-nitro-N-phenyl-benzimidoyl chloride
5509-90-0

3-nitro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

5-nitrobenzanilide
2243-73-4

5-nitrobenzanilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-pyridine
87281-93-4

2-pyridine

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 41.3%
B 62.7%
C n/a
D 30.1%
pyridine N-oxide
694-59-7

pyridine N-oxide

2-methyl-N-phenyl-benzimidoyl chloride
51619-51-3

2-methyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2-methyl-N-phenylbenzamide
7055-03-0

2-methyl-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-82-1

2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 17.9%
B 39.3%
C n/a
D 58.6%
2-methyl-N-phenyl-benzimidoyl chloride
51619-51-3

2-methyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2-methyl-N-phenylbenzamide
7055-03-0

2-methyl-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-82-1

2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 17.9%
B 39.3%
C n/a
D 58.6%
pyridine N-oxide
694-59-7

pyridine N-oxide

N-phenyl-benzimidoyl chloride
4903-36-0

N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

N-phenyl benzoyl amide
93-98-1

N-phenyl benzoyl amide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

N-phenyl-N-(2-pyridinyl)benzamide
20107-78-2

N-phenyl-N-(2-pyridinyl)benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Product distribution; Mechanism; Heating; var. N-Phenylarenimidoyl chlorides + fluorides;A 28.1%
B 36.8%
C n/a
D 57.2%
pyridine N-oxide
694-59-7

pyridine N-oxide

2,4-Dichloro-N-phenyl-benzimidoyl chloride
87282-00-6

2,4-Dichloro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dichloro-N-phenylbenzamide
6043-39-6

2,4-dichloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-90-1

2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 30.5%
B 54.9%
C n/a
D 39.5%
2,4-Dichloro-N-phenyl-benzimidoyl chloride
87282-00-6

2,4-Dichloro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dichloro-N-phenylbenzamide
6043-39-6

2,4-dichloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-90-1

2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 30.5%
B 54.9%
C n/a
D 39.5%
pyridine N-oxide
694-59-7

pyridine N-oxide

N-Phenyl-2,4-dimethoxybenzimidoyl chloride
87281-98-9

N-Phenyl-2,4-dimethoxybenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dimethoxy-benzoic acid anilide
1718-94-1

2,4-dimethoxy-benzoic acid anilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
87308-16-5

2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 10.4%
B 54%
C n/a
D 45.5%
N-Phenyl-2,4-dimethoxybenzimidoyl chloride
87281-98-9

N-Phenyl-2,4-dimethoxybenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dimethoxy-benzoic acid anilide
1718-94-1

2,4-dimethoxy-benzoic acid anilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
87308-16-5

2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 10.4%
B 54%
C n/a
D 45.5%
pyridine N-oxide
694-59-7

pyridine N-oxide

3,5-Dimethyl-N-phenyl-benzimidoyl chloride
87281-96-7

3,5-Dimethyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

C

3,5-dimethyl-N-phenylbenzamide
87282-03-9

3,5-dimethyl-N-phenylbenzamide

D

3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-85-4

3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 24.2%
B n/a
C 45.3%
D 53.6%
3,5-Dimethyl-N-phenyl-benzimidoyl chloride
87281-96-7

3,5-Dimethyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

C

3,5-dimethyl-N-phenylbenzamide
87282-03-9

3,5-dimethyl-N-phenylbenzamide

D

3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-85-4

3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 24.2%
B n/a
C 45.3%
D 53.6%
pyridine N-oxide
694-59-7

pyridine N-oxide

2,4-Dimethyl-N-phenyl-benzimidoyl chloride
87281-95-6

2,4-Dimethyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dimethyl-benzoic acid anilide
5180-83-6

2,4-dimethyl-benzoic acid anilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-84-3

2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 9.8%
B 44.8%
C n/a
D 51.5%
2,4-Dimethyl-N-phenyl-benzimidoyl chloride
87281-95-6

2,4-Dimethyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

2,4-dimethyl-benzoic acid anilide
5180-83-6

2,4-dimethyl-benzoic acid anilide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-84-3

2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 9.8%
B 44.8%
C n/a
D 51.5%
pyridine N-oxide
694-59-7

pyridine N-oxide

3-methyl-N-phenyl-benzimidoyl chloride
87281-94-5

3-methyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3-methyl-N-phenylbenzamide
23099-05-0

3-methyl-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-83-2

3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 21.6%
B 45.9%
C n/a
D 51.4%
3-methyl-N-phenyl-benzimidoyl chloride
87281-94-5

3-methyl-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3-methyl-N-phenylbenzamide
23099-05-0

3-methyl-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
87281-83-2

3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 21.6%
B 45.9%
C n/a
D 51.4%
pyridine N-oxide
694-59-7

pyridine N-oxide

3,5-Dimethoxy-N-phenyl-benzimidoyl chloride
87281-99-0

3,5-Dimethoxy-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dimethoxy-N-phenylbenzamide
87282-04-0

3,5-dimethoxy-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
87281-87-6

3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 28.8%
B 50.9%
C n/a
D 43.7%
3,5-Dimethoxy-N-phenyl-benzimidoyl chloride
87281-99-0

3,5-Dimethoxy-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dimethoxy-N-phenylbenzamide
87282-04-0

3,5-dimethoxy-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
87281-87-6

3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 28.8%
B 50.9%
C n/a
D 43.7%
pyridine N-oxide
694-59-7

pyridine N-oxide

3,4-Dichloro-N-phenyl-benzimidoyl chloride
87282-01-7

3,4-Dichloro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,4-dichloro-N-phenylbenzamide
6043-42-1

3,4-dichloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-91-2

3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 22.6%
B 39.5%
C n/a
D 48.9%
3,4-Dichloro-N-phenyl-benzimidoyl chloride
87282-01-7

3,4-Dichloro-N-phenyl-benzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,4-dichloro-N-phenylbenzamide
6043-42-1

3,4-dichloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-91-2

3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 22.6%
B 39.5%
C n/a
D 48.9%
pyridine N-oxide
694-59-7

pyridine N-oxide

N-phenyl-m-chlorobenzimidoyl chloride
55832-04-7

N-phenyl-m-chlorobenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3-chloro-N-phenylbenzamide
6832-92-4

3-chloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-89-8

3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Heating;A 32.3%
B 48.7%
C n/a
D 45.3%
N-phenyl-m-chlorobenzimidoyl chloride
55832-04-7

N-phenyl-m-chlorobenzimidoyl chloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3-chloro-N-phenylbenzamide
6832-92-4

3-chloro-N-phenylbenzamide

C

Pyridine 1-oxide hydrochloride
16527-88-1

Pyridine 1-oxide hydrochloride

D

3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide
87281-89-8

3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating;A 32.3%
B 48.7%
C n/a
D 45.3%
3-Chloropyridine
626-60-8

3-Chloropyridine

phenylboronic acid
98-80-6

phenylboronic acid

3-phenylpyridine
1008-88-4

3-phenylpyridine

Conditions
ConditionsYield
With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride In tert-Amyl alcohol for 12h; Solvent; Suzuki-Miyaura Coupling; Heating;100%
With cesiumhydroxide monohydrate; 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl; palladium diacetate In water; butan-1-ol at 25℃; for 0.25h; Solvent; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With potassium phosphate; catacxium A; palladium diacetate In toluene at 100℃; for 20h; Suzuki reaction;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

3-(p-methylphenyl)pyridine
90395-49-6

3-(p-methylphenyl)pyridine

Conditions
ConditionsYield
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 0.333333h; Suzuki-Miyaura reaction; Inert atmosphere;100%
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling;99%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran; toluene at 100℃; for 10h; Suzuki-Miyaura reaction;97%
3-Chloropyridine
626-60-8

3-Chloropyridine

(2,3-dimethylphenyl)zinc chloride

(2,3-dimethylphenyl)zinc chloride

3-(2,3-dimethylphenyl)pyridine

3-(2,3-dimethylphenyl)pyridine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; for 15h; Negishi coupling;100%
3-Chloropyridine
626-60-8

3-Chloropyridine

starch-iodine

starch-iodine

3-chloropyridine-N-oxide
1851-22-5

3-chloropyridine-N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide; paraformaldehyde In methanol; acetic acid100%
3-Chloropyridine
626-60-8

3-Chloropyridine

3-isopropyl-1-phenyl-1H-imidazol-3-ium iodide
1256768-10-1

3-isopropyl-1-phenyl-1H-imidazol-3-ium iodide

palladium diacetate
3375-31-3

palladium diacetate

[PdI2(CN(C6H5)CHCHN(CH(CH3)2))(NC5H4Cl)]

[PdI2(CN(C6H5)CHCHN(CH(CH3)2))(NC5H4Cl)]

Conditions
ConditionsYield
With K2CO3; KI In neat (no solvent) (Ar); mixt. of Pd salt, imidazolium salt, K2CO3, KI and chloropyridine was heated at 80°C for 16 h; cooled to room temp.; evapd. (vac.); dissolved in CH2Cl2; filtered through Celite; evapd.; washed (pentane); elem. anal.;100%
3-Chloropyridine
626-60-8

3-Chloropyridine

[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))]2
1256768-12-3

[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))]2

[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))(NC5H4Cl)]
1256768-15-6

[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))(NC5H4Cl)]

Conditions
ConditionsYield
In dichloromethane (Ar); chloropyridine was added to Pd complex in CH2Cl2; stirred at room temp. for 2 h; evapd. (vac.); washed (pentane); elem. anal.;100%
3-Chloropyridine
626-60-8

3-Chloropyridine

ethyl iodide
75-03-6

ethyl iodide

3-chloro-4-ethylpyridine
79698-48-9

3-chloro-4-ethylpyridine

Conditions
ConditionsYield
Stage #1: 3-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 1h; Inert atmosphere;
Stage #2: ethyl iodide In tetrahydrofuran; n-heptane; ethylbenzene at -78 - 20℃; Inert atmosphere; regioselective reaction;
100%
piperazine
110-85-0

piperazine

3-Chloropyridine
626-60-8

3-Chloropyridine

1,4-di(pyridin-3-yl)piperazine

1,4-di(pyridin-3-yl)piperazine

Conditions
ConditionsYield
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Schlenk technique; Inert atmosphere;100%
3-Chloropyridine
626-60-8

3-Chloropyridine

μ2-chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1Himidazolylidene]palladium(II) dimer

μ2-chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1Himidazolylidene]palladium(II) dimer

chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1H-imidazolylidene](3-chloropyridine)palladium(II)

chlorido[3-(2-(piperidinyl)pyrimidin-4-yl-5-ido)-1-mesityl-1H-imidazolylidene](3-chloropyridine)palladium(II)

Conditions
ConditionsYield
for 0.0833333h; Reflux;100%
3-Chloropyridine
626-60-8

3-Chloropyridine

zinc(II) thiocyanate
557-42-6

zinc(II) thiocyanate

Cd(NCS)2(3-chloropyridine)2

Cd(NCS)2(3-chloropyridine)2

Conditions
ConditionsYield
In water99.4%
morpholine
110-91-8

morpholine

3-Chloropyridine
626-60-8

3-Chloropyridine

N-(3-pyridyl)morpholine
92670-29-6

N-(3-pyridyl)morpholine

Conditions
ConditionsYield
With (C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate In 1,4-dioxane at 110℃; for 1h; Catalytic behavior; Time; Reagent/catalyst; Temperature; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;99%
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry;99%
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

N-methylaniline
100-61-8

N-methylaniline

N-methyl-N-phenylpyridin-3-amine

N-methyl-N-phenylpyridin-3-amine

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;99%
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; sodium t-butanolate In tetrahydrofuran at 100℃; for 15h; Solvent; Sealed tube;99%
With dichloro(3-chloropyridinyl)(1,3-(diisopropylphenyl)-4,5-bis(dimethylamino)imidazol-2-ylidene)palladium(II); potassium tert-butylate In 1,4-dioxane at 80℃; for 18h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Sealed tube;98%
3-Chloropyridine
626-60-8

3-Chloropyridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-(3-pyridyl)toluene
4423-09-0

4-(3-pyridyl)toluene

Conditions
ConditionsYield
Stage #1: 3-Chloropyridine; 4-methylphenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
99%
With potassium phosphate; 2-(dicyclohexylphosphino)biphenyl based D-gluconamide; palladium diacetate In water at 80℃; for 16h;96%
With potassium phosphate; chloro(crotyl)(2-dicyclohexylphosphino-2’,4’,6’-triisopropybiphenyl)palladium(II) In tetrahydrofuran; water at 20℃; for 2h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;95%
3-Chloropyridine
626-60-8

3-Chloropyridine

aniline
62-53-3

aniline

Phenyl-pyridin-3-yl-amine
5024-68-0

Phenyl-pyridin-3-yl-amine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; sodium t-butanolate In tetrahydrofuran at 100℃; for 15h; Solvent; Sealed tube;99%
With tris(dibenzylideneacetone)dipalladium (0); potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 100℃; for 3h;98%
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Schlenk technique; Inert atmosphere;98%
3-Chloropyridine
626-60-8

3-Chloropyridine

tributylphenylstannane
960-16-7

tributylphenylstannane

3-phenylpyridine
1008-88-4

3-phenylpyridine

Conditions
ConditionsYield
With P(i-BuNCH2CH2)3N; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100 - 110℃; for 36h; Stille reaction;99%
With tris(dibenzylideneacetone)dipalladium (0); cesium fluoride; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In 1,4-dioxane at 110℃; for 36h; Stille cross-coupling;99%
With Pd(OAc)2/XPhos (1:3); cesium fluoride In 1,4-dioxane at 100℃; for 4h; Stille coupling; Inert atmosphere;91%
3-Chloropyridine
626-60-8

3-Chloropyridine

pyridine
110-86-1

pyridine

Conditions
ConditionsYield
With ammonium formate In water; isopropyl alcohol at 20℃; for 3h;99%
With ammonium formate In water at 20℃; for 6h;99%
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 1h;97 % Spectr.
3-Chloropyridine
626-60-8

3-Chloropyridine

n-Octylamine
111-86-4

n-Octylamine

N-(1-octyl)-3-aminopyridine

N-(1-octyl)-3-aminopyridine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 24h;99%
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate In toluene at 80℃; for 20h; Inert atmosphere; Sealed tube;94%
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 24h;93%
3-Chloropyridine
626-60-8

3-Chloropyridine

benzophenone hydrazone
5350-57-2

benzophenone hydrazone

3-(2-(diphenylmethylene)hydrazinyl)pyridine

3-(2-(diphenylmethylene)hydrazinyl)pyridine

Conditions
ConditionsYield
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 16h;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

acetamide
60-35-5

acetamide

N-(pyridin-3-yl)acetamide
5867-45-8

N-(pyridin-3-yl)acetamide

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In tert-butyl alcohol at 110℃; for 4h;99%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate In 1,4-dioxane at 90℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox;82%
3-Chloropyridine
626-60-8

3-Chloropyridine

nicotinamide
98-92-0

nicotinamide

N-(pyridin-3-yl)pyridine-3-carboxamide
13160-06-0

N-(pyridin-3-yl)pyridine-3-carboxamide

Conditions
ConditionsYield
With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; water; palladium diacetate In tert-butyl alcohol at 110℃; for 3h; Inert atmosphere;99%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In tert-butyl alcohol at 110℃; for 24h;97%
3-Chloropyridine
626-60-8

3-Chloropyridine

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

N-methyl-N-phenylpyridin-3-amine
1028223-83-7

N-methyl-N-phenylpyridin-3-amine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 24h;99%
With (C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate In 1,4-dioxane at 110℃; for 8h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique;91%
With C29H37O2P; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere;49%
3-Chloropyridine
626-60-8

3-Chloropyridine

thiophenol
108-98-5

thiophenol

3-phenylthiopyridine
28856-77-1

3-phenylthiopyridine

Conditions
ConditionsYield
With tetrakis(tri-p-tolylphosphite)nickel(0); potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc In toluene at 110℃; for 16h; Sealed tube; Inert atmosphere;99%
With copper(I) oxide; caesium carbonate; ethyl 2-oxocyclohexane carboxylate In dimethyl sulfoxide at 80℃; for 24h;77%
With potassium hydroxide In water for 8h; Reflux;69%
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate In toluene at 120℃; for 17h;65%
With fac-tris[2-phenylpyridinato-C2,N]iridium(III); caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;61%
3-Chloropyridine
626-60-8

3-Chloropyridine

potassium phenyltrifluoborate

potassium phenyltrifluoborate

3-phenylpyridine
1008-88-4

3-phenylpyridine

Conditions
ConditionsYield
With N-methyl-2-phenyl-3-(dicyclohexylphosphino)-1H-indole; palladium diacetate; triethylamine; sodium t-butanolate In water at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; bis(dibenzylideneacetone)-palladium(0) In toluene; tert-butyl alcohol at 135℃; for 24h; Suzuki coupling; Inert atmosphere;98%
With C16H16Cl2N2O4Pd2; tetrabutylammomium bromide; potassium carbonate In water for 16h; Reflux; Darkness; Inert atmosphere;73%
With water; palladium diacetate; sodium carbonate at 100℃; for 15h; Suzuki Coupling; Green chemistry;10%
3-Chloropyridine
626-60-8

3-Chloropyridine

1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

3-(naphthalen-1-yl)pyridine
189193-21-3

3-(naphthalen-1-yl)pyridine

Conditions
ConditionsYield
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling;99%
With dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); triethylamine In water at 40℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere;97%
Stage #1: 3-Chloropyridine; 1-Naphthylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
97%
3-Chloropyridine
626-60-8

3-Chloropyridine

(E)-1-octen-1-ylboronic acid
42599-16-6

(E)-1-octen-1-ylboronic acid

(E)-3-(oct-1-en-1-yl)pyridine

(E)-3-(oct-1-en-1-yl)pyridine

Conditions
ConditionsYield
With chloro-(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(2-(N-acetylamino)-phenyl-C1,O)-palladium(II); sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 18h; Suzuki-Miyaura coupling; Inert atmosphere; Sealed tube;99%
Stage #1: 3-Chloropyridine; (E)-1-octen-1-ylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
98%
3-Chloropyridine
626-60-8

3-Chloropyridine

2-thienylzinc chloride
81745-84-8

2-thienylzinc chloride

3-thiophen-2-yl-pyridine
21298-53-3

3-thiophen-2-yl-pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 65℃; for 2h; Negishi cross-coupling; Inert atmosphere;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

dichloromethane
75-09-2

dichloromethane

Tp(Me2)Ir((E)-C(CO2Me)=CH(Co2Me))(H2O)(benzoic acid(-H))

Tp(Me2)Ir((E)-C(CO2Me)=CH(Co2Me))(H2O)(benzoic acid(-H))

Tp(Me2)Ir((E)-C(CO2Me)=CH(Co2Me))(m-chloromopyridine)(benzoic acid(-H))*0.5CH2Cl2

Tp(Me2)Ir((E)-C(CO2Me)=CH(Co2Me))(m-chloromopyridine)(benzoic acid(-H))*0.5CH2Cl2

Conditions
ConditionsYield
In dichloromethane N2 or Ar; Ir compd. and m-Brpyridine (1:3 molar ratio) stirred in pyridine at 60°C for 5 h; evapd., recrystd. (hexane, -20°C), elem. anal.;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

4-trifluoroboratomethylpiperazine-1-carboxylic acid tert-butyl ester internal salt
1268340-97-1

4-trifluoroboratomethylpiperazine-1-carboxylic acid tert-butyl ester internal salt

tert-butyl 4-(pyridin-3-ylmethyl)piperazine-1-carboxylate
150812-36-5

tert-butyl 4-(pyridin-3-ylmethyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; XPhos In tetrahydrofuran; water at 80℃; for 45h; Suzuki-Miyaura coupling;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

3-(4-methoxyphenyl)pyridine
5958-02-1

3-(4-methoxyphenyl)pyridine

Conditions
ConditionsYield
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling;99%
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100 - 110℃; Suzuki-Miyaura coupling; Inert atmosphere;98%
With potassium phosphate tribasic trihydrate; (2-mesityl-1H-inden-3-yl)dicyclohexyl phosphine; palladium diacetate; Aliquat 336 In water at 20 - 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;96%
3-Chloropyridine
626-60-8

3-Chloropyridine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

3-(4-methoxybenzyl)pyridine
91258-43-4

3-(4-methoxybenzyl)pyridine

Conditions
ConditionsYield
Stage #1: 3-Chloropyridine; 4-methoxyphenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox;
Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Glovebox; Inert atmosphere;
99%

626-60-8Relevant articles and documents

Clean protocol for deoxygenation of epoxides to alkenes: Via catalytic hydrogenation using gold

Fiorio, Jhonatan L.,Rossi, Liane M.

, p. 312 - 318 (2021/01/29)

The epoxidation of olefin as a strategy to protect carbon-carbon double bonds is a well-known procedure in organic synthesis, however the reverse reaction, deprotection/deoxygenation of epoxides is much less developed, despite its potential utility for the synthesis of substituted olefins. Here, we disclose a clean protocol for the selective deprotection of epoxides, by combining commercially available organophosphorus ligands and gold nanoparticles (Au NP). Besides being successfully applied in the deoxygenation of epoxides, the discovered catalytic system also enables the selective reduction N-oxides and sulfoxides using molecular hydrogen as reductant. The Au NP catalyst combined with triethylphosphite P(OEt)3 is remarkably more reactive than solely Au NPs. The method is not only a complementary Au-catalyzed reductive reaction under mild conditions, but also an effective procedure for selective reductions of a wide range of valuable molecules that would be either synthetically inconvenient or even difficult to access by alternative synthetic protocols or by using classical transition metal catalysts. This journal is

Photorelease of Pyridines Using a Metal-Free Photoremovable Protecting Group

Dong, Zaizai,Fang, Xiaohong,Kou, Xiaolong,Tan, Weihong,Tang, Xiao-Jun,Wu, Yayun,Zhang, Zhen,Zhao, Rong,Zhou, Wei

supporting information, p. 18386 - 18389 (2020/08/24)

The photorelease of bioactive molecules has emerged as a valuable tool in biochemistry. Nevertheless, many important bioactive molecules, such as pyridine derivatives, cannot benefit from currently available organic photoremovable protecting groups (PPGs). We found that the inefficient photorelease of pyridines is attributed to intramolecular photoinduced electron transfer (PET) from PPGs to pyridinium ions. To alleviate PET, we rationally designed a strategy to drive the excited state of PPG from S1 to T1 with a heavy atom, and synthesized a new PPG by substitution of the H atom at the 3-position of 7-dietheylamino-coumarin-4-methyl (DEACM) with Br or I. This resulted in an improved photolytic efficiency of the pyridinium ion by hundreds-fold in aqueous solution. The PPG can be applied to various pyridine derivatives. The successful photorelease of a microtubule inhibitor, indibulin, in living cells was demonstrated for the potential application of this strategy in biochemical research.

HOMOGENEOUS PROCESS FOR HYDRODEHALOGENATING HALOGENATED HETEROARYL COMPOUNDS

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Page/Page column 11-12, (2017/07/11)

The present invention provides a homogeneous process for hydrodehalogenating a halo-substituted C3-C20 heteroaryl starting material to form a non-halogenated C3-C20 heteroaryl product and/or a halo- substituted C3-C20 heteroaryl product, wherein the halo-substituted C3-C20 heteroaryl product has at least one less halogen substituents than the halo-substituted C3-C20 heteroaryl starting material, the process comprising the step of hydrogenating the halo-substituted C3-C20 heteroaryl starting material in the presence of a rhodium or ruthenium complex, molecular hydrogen, a base and a solvent, wherein the process is carried out in a monophasic solvent system and the molar ratio of base to each halogen substituent to be removed is at least 1 :1.

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