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3731-51-9

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3731-51-9 Usage

Description

It is usually used as the intermediate or raw material in the organic synthesis and pharmaceutical synthesis. For example, this chemical can promote the Al(OTf)3-catalyzed aminolysis of 1,2-epoxides to produce β-Amino alcohols N-2'-pyridylmethyl in excellent yields.1 Moreover, this substance may function as the raw material to produce copper(Ⅱ) complexes with sulfonamides that act as the active chemical nucleases.2 In addition, by using this chemical as substrate, an efficient [2+3] cycloaddition approach has been developed for the synthesis of pyridyl-appended fullerene ligands.3 Besides, 2-picolylamine is chosen as the recognition group to get better selectivity for a rhodamine-based “turn-on” fluorescent probe for Fe3+ in aqueous solution.4

Reference

Fringuelli, F.; Pizzo, F.; Tortoioli, S.; Vaccaro, L., Solvent-free Al(OTf)(3)-catalyzed aminolysis of 1,2-epoxides by 2-picolylamine: A key step in the synthesis of ionic liquids. J. Org. Chem. 2004, 69, 7745-7747. Macias, B.; Villa, M. V.; Salgado, M.; Borras, J.; Gonzalez-Alvarez, M.; Sanz, F., Copper(II) complexes with sulfonamides derived from 2-picolylamine and their use as chemical nucleases. Inorg. Chim. Acta 2006, 359, 1465-1472. Troshin, P. A.; Peregudov, A. S.; Muhlbacher, D.; Lyubovskaya, R. N., An efficient 2+3 cycloaddition approach to the synthesis of pyridyl-appended fullerene ligands. Eur. J. Org. Chem. 2005, 3064-3074. Ji, S. Z.; Meng, X. M.; Ye, W. P.; Feng, Y.; Sheng, H. T.; Cai, Y. L.; Liu, J. S.; Zhu, X. F.; Guo, Q. X., A rhodamine-based "turn-on" fluorescent probe for Fe3+ in aqueous solution. Dalton Trans. 2014, 43, 1583-1588.

Chemical Properties

clear colorless to yellow or orange liquid

Uses

Different sources of media describe the Uses of 3731-51-9 differently. You can refer to the following data:
1. 2-Picolylamine is a bihaptic amine that can be used:As a key precursor to synthesize various ionic liquids through the formation of β-amino alcohols as intermediates.As a chelating ligand for the synthesis of complexes such as zinc picolylamine complex and Cu(II) picolylamine complex.To functionalize poly(styrene-co-maleic anhydride) (PSMA) resin to facilitate the adsorption of uranium from aqueous solution.
2. 2-Picolylamine may be used as a derivatization agent to enhance the sensitivity of carboxylic acids and short-chain fatty acids for their determination in biological samples by liquid chromatography coupled to electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS) and ultra-high performance liquid chromatography (UHPLC), respectively.

General Description

2-Picolylamine, a bihaptic nucleophile, is a bidentate ligand that is generally utilized for the preparation of various multidentate ligands and the corresponding complexes.

Check Digit Verification of cas no

The CAS Registry Mumber 3731-51-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,3 and 1 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3731-51:
(6*3)+(5*7)+(4*3)+(3*1)+(2*5)+(1*1)=79
79 % 10 = 9
So 3731-51-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2/c7-5-6-3-1-2-4-8-6/h1-4H,5,7H2/p+1

3731-51-9 Well-known Company Product Price

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

  • (A1161)  2-Picolylamine  >98.0%(GC)(T)

  • 3731-51-9

  • 25g

  • 320.00CNY

  • Detail
  • TCI America

  • (A1161)  2-Picolylamine  >98.0%(GC)(T)

  • 3731-51-9

  • 250g

  • 1,690.00CNY

  • Detail
  • Alfa Aesar

  • (B23208)  2-(Aminomethyl)pyridine, 98+%   

  • 3731-51-9

  • 5g

  • 154.0CNY

  • Detail
  • Alfa Aesar

  • (B23208)  2-(Aminomethyl)pyridine, 98+%   

  • 3731-51-9

  • 25g

  • 434.0CNY

  • Detail
  • Alfa Aesar

  • (B23208)  2-(Aminomethyl)pyridine, 98+%   

  • 3731-51-9

  • 100g

  • 1260.0CNY

  • Detail
  • Sigma-Aldrich

  • (65562)  2-Picolylamine  for HPLC derivatization, ≥98.0% (GC)

  • 3731-51-9

  • 65562-1ML

  • 237.51CNY

  • Detail
  • Sigma-Aldrich

  • (65562)  2-Picolylamine  for HPLC derivatization, ≥98.0% (GC)

  • 3731-51-9

  • 65562-10ML

  • 469.17CNY

  • Detail
  • Sigma-Aldrich

  • (65562)  2-Picolylamine  for HPLC derivatization, ≥98.0% (GC)

  • 3731-51-9

  • 65562-10X1ML

  • 938.34CNY

  • Detail
  • Aldrich

  • (A65204)  2-Picolylamine  99%

  • 3731-51-9

  • A65204-5G

  • 180.18CNY

  • Detail
  • Aldrich

  • (A65204)  2-Picolylamine  99%

  • 3731-51-9

  • A65204-25G

  • 510.12CNY

  • Detail
  • Aldrich

  • (A65204)  2-Picolylamine  99%

  • 3731-51-9

  • A65204-100G

  • 2,155.14CNY

  • Detail

3731-51-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Picolylamine

1.2 Other means of identification

Product number -
Other names 2-Pyridinemethanamine

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:3731-51-9 SDS

3731-51-9Synthetic route

2-Cyanopyridine
100-70-9

2-Cyanopyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 6h; High pressure; Green chemistry;99.9%
With 5%-palladium/activated carbon; ammonia; hydrogen In methanol at 30℃; under 7500.75 Torr; for 8h; Reagent/catalyst; Temperature; Pressure; Autoclave;95.11%
With sodium tetrahydroborate In water at 25℃; for 1h; Sonication;80%
[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester
183016-40-2

[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;72%
With hydrogenchloride; water for 6h; Hydrolysis; Heating;
amino-[2]pyridyl-acetic acid
62451-88-1

amino-[2]pyridyl-acetic acid

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(E)-pyridin-2-aldoxime
1193-96-0

(E)-pyridin-2-aldoxime

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With ethanol; acetic acid; zinc
N-(2-pyridylmethyl)urea
36226-31-0

N-(2-pyridylmethyl)urea

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With nickel dichloride at 50 - 80.3℃; Thermodynamic data; Kinetics; Mechanism; ΔH(excit), ΔS(excit);
2-quinolinylhydrazone-(2-pyridinecarboxaldehyde)
7385-99-1

2-quinolinylhydrazone-(2-pyridinecarboxaldehyde)

A

2-Cyanopyridine
100-70-9

2-Cyanopyridine

B

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

C

2-aminoquinoline
580-22-3

2-aminoquinoline

Conditions
ConditionsYield
In water Mechanism; electroreduction, pH 3.0, phosphate buffers, pyrolytic graphite electrode;
2,2-dimethyl-3-(2-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine
76809-35-3

2,2-dimethyl-3-(2-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

salicylic acid
69-72-7

salicylic acid

Conditions
ConditionsYield
With hydrogenchloride for 3h; Heating;A 0.24 g
B 0.44 g
Diphenyl-[(pyridin-2-ylmethyl)-amino]-methanol
80500-19-2

Diphenyl-[(pyridin-2-ylmethyl)-amino]-methanol

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With water In acetonitrile at 30℃; Rate constant;
2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde
29668-43-7

2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With lithium borohydride; Rink amine resin; water; trifluoroacetic acid; trimethyl orthoformate solid phase synthesis; 1) RT, 2) THF, 70 deg C, 5 h, 3) CH2Cl2, RT, 5 h; Yield given. Multistep reaction;
2-(diphenylmethyliminomethyl)pyridine
15192-56-0

2-(diphenylmethyliminomethyl)pyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

1.) Ac-DNal-DCpa-DPal-(OBzl)Ser-(Fmoc)Lys-D(Fmoc)Lys-Leu-ILys-Pro-DAla-MBHA-resin

1.) Ac-DNal-DCpa-DPal-(OBzl)Ser-(Fmoc)Lys-D(Fmoc)Lys-Leu-ILys-Pro-DAla-MBHA-resin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene / 2 h / Heating
2: HCl; water / 6 h / Heating
View Scheme
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 1 h / Heating
2: 100 - 110 °C
3: 72 percent / aq. HCl / 6 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: ammonia / tetrahydrofuran / 24 h / 20 °C
2: sodium tetrahydroborate; methanol / 20 °C
View Scheme
2-(diphenylmethyliminomethyl)pyridine
15192-56-0

2-(diphenylmethyliminomethyl)pyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 - 110 °C
2: 72 percent / aq. HCl / 6 h / Heating
View Scheme
2-Hydroxymethylpyridine
586-98-1

2-Hydroxymethylpyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene under 5700.38 Torr; for 30h; Inert atmosphere; Reflux;96 %Chromat.
2-Hydroxymethylpyridine
586-98-1

2-Hydroxymethylpyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

N-(2-pyridylmethyl)-2-pyridylmethanimine
119715-60-5

N-(2-pyridylmethyl)-2-pyridylmethanimine

Conditions
ConditionsYield
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) In toluene under 5700.38 Torr; for 30h; Product distribution / selectivity; Reflux;
2-(1-(triphenylmethylamino)methyl)pyridine
1262670-63-2

2-(1-(triphenylmethylamino)methyl)pyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; water; acetic acid In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
2-azidomethylpyridine
609770-35-6

2-azidomethylpyridine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen at 20℃; for 3h;
2-azidomethylpyridine
609770-35-6

2-azidomethylpyridine

(R)-(+)-2-diphenylphosphino-2'-((trifluoromethanesulfonyl)oxy)-1,10-binaphthyl

(R)-(+)-2-diphenylphosphino-2'-((trifluoromethanesulfonyl)oxy)-1,10-binaphthyl

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(R)-(+)-2-(diphenylphosphinyl)-2'-[(trifluoromethanesulfonyl)oxy]-1,1'-binaphthyl
132532-04-8, 137769-34-7

(R)-(+)-2-(diphenylphosphinyl)-2'-[(trifluoromethanesulfonyl)oxy]-1,1'-binaphthyl

Conditions
ConditionsYield
In toluene at 115℃; for 20h; Staudinger Azide Reduction; Schlenk technique; Inert atmosphere;
N-(pyridin-2-ylmethyl)acetamide
58481-18-8

N-(pyridin-2-ylmethyl)acetamide

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;95 %Chromat.
pyridine-2-carbaldehyde imine
7166-34-9, 115663-05-3

pyridine-2-carbaldehyde imine

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 20℃;
Stage #1: pyridine-2-carbaldehyde imine With C66H114B2Ge2Li2N2O4 In hexane; toluene for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: With water In hexane; toluene Inert atmosphere; Schlenk technique;
2-Cyanopyridine
100-70-9

2-Cyanopyridine

A

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

B

pyridine-2-carboxylic acid amide
1452-77-3

pyridine-2-carboxylic acid amide

Conditions
ConditionsYield
With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

formaldehyd
50-00-0

formaldehyd

1-(2-pyridinylmethyl)-piperidin-4-one
41661-56-7

1-(2-pyridinylmethyl)-piperidin-4-one

N,N-bis(2-pyridylmethyl)-bispidone

N,N-bis(2-pyridylmethyl)-bispidone

Conditions
ConditionsYield
With methanol; acetic acid100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol
116953-37-8

2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol

2-O-methyl-3-O--1-O-(octadecylcarbamoyl)glycerol
116953-38-9

2-O-methyl-3-O--1-O-(octadecylcarbamoyl)glycerol

Conditions
ConditionsYield
at 90℃; for 1h;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

formic acid ethyl ester
109-94-4

formic acid ethyl ester

N-((pyridin-2-yl)methyl)formamide
56625-03-7

N-((pyridin-2-yl)methyl)formamide

Conditions
ConditionsYield
for 1.5h; Reflux;100%
at 25℃; for 8h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-Bromo-2-formyl-6-(morpholin-4-ylmethyl)phenol
154198-11-5

4-Bromo-2-formyl-6-(morpholin-4-ylmethyl)phenol

4-bromo-2-(N-morpholinylmethyl)-6-(2-pyridylmethyliminomethyl)phenol

4-bromo-2-(N-morpholinylmethyl)-6-(2-pyridylmethyliminomethyl)phenol

Conditions
ConditionsYield
In toluene for 4h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

3,5-di-tert-butyl-2-hydroxybenzaldehyde
37942-07-7

3,5-di-tert-butyl-2-hydroxybenzaldehyde

(E)-2,4-di-tert-butyl-6-(((pyridin-2-ylmethyl)imino)methyl)phenol

(E)-2,4-di-tert-butyl-6-(((pyridin-2-ylmethyl)imino)methyl)phenol

Conditions
ConditionsYield
In methanol for 2h; Heating;100%
In methanol for 1h; Ambient temperature;
In methanol at 50℃; for 4h;
In methanol Reflux;
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine
119715-60-5

(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 3h;100%
With magnesium sulfate In dichloromethane at 20℃; for 3h;100%
In dichloromethane at 20℃; for 12h; Molecular sieve;98%
In ethanol
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

6-(tert-butoxycarbonylamino)hexanoic acid
6404-29-1

6-(tert-butoxycarbonylamino)hexanoic acid

1-(N-pyrid-2-ylmethyl)-6-(tert-butoxycarbonylamino)hexanamide
346693-19-4

1-(N-pyrid-2-ylmethyl)-6-(tert-butoxycarbonylamino)hexanamide

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h;100%
With triethylamine; dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 48h;83%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

fenoxaprop-p-ethyl
66441-23-4, 71283-80-2

fenoxaprop-p-ethyl

A

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester
71301-98-9

(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester

B

(6-chloro-benzooxazol-2-yl)-pyridin-2-yl-amine

(6-chloro-benzooxazol-2-yl)-pyridin-2-yl-amine

Conditions
ConditionsYield
at 20℃;A n/a
B 100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-hydroxy-3-phenylbenzaldehyde
14562-10-8

2-hydroxy-3-phenylbenzaldehyde

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2-ol

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2-ol

Conditions
ConditionsYield
for 1h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2,2'-dihydroxybiphenyl-3-carboxaldehyde
156660-22-9

2,2'-dihydroxybiphenyl-3-carboxaldehyde

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2,2'-diol

3-[(pyridin-2-ylmethylimino)methyl]biphenyl-2,2'-diol

Conditions
ConditionsYield
for 1h; Heating;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

benzaldehyde
100-52-7

benzaldehyde

2-(N-benzylaminomethyl)pyridine
18081-89-5

2-(N-benzylaminomethyl)pyridine

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde In methanol at 20℃; for 2h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h; Cooling with ice;
100%
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde With acetic acid In methanol at 20℃; for 1h;
Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 0.5h;
80%
With sodium tetrahydroborate In ethanol for 12h; Heating;75%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

Boc-D-Trp-OH
5241-64-5

Boc-D-Trp-OH

(R)-tert-butyl 3-(1H-indol-3-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate
956489-59-1

(R)-tert-butyl 3-(1H-indol-3-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate

Conditions
ConditionsYield
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 1h;100%
With 4-methyl-morpholine In dichloromethane at 20℃; for 1h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-phenyl-1-butylamine
13214-66-9

4-phenyl-1-butylamine

3-bromomethylbenzoic acid
6515-58-8

3-bromomethylbenzoic acid

C32H33N3O3

C32H33N3O3

Conditions
ConditionsYield
Multistep reaction.;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

C17H17F3O3
938455-56-2

C17H17F3O3

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

C24H23F3N2O4

C24H23F3N2O4

Conditions
ConditionsYield
Stage #1: C17H17F3O3; di(succinimido) carbonate With triethylamine In acetonitrile at 20℃; for 1h;
Stage #2: 2-(Aminomethyl)pyridine In acetonitrile at 20℃; for 0.25h; Further stages.;
100%
[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] (4-nitrophenyl) carbonate
154492-12-3

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] (4-nitrophenyl) carbonate

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12SR,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32SR,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] N-(2-pyridylmethyl)carbamate
156598-70-8

[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12SR,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32SR,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] N-(2-pyridylmethyl)carbamate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at -20℃; for 1.5h; Inert atmosphere;100%
In dichloromethane at -10 - 0℃; for 3h;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

diethyl chlorophosphate
814-49-3

diethyl chlorophosphate

pyridin-2-ylmethyl-phosphoramidic acid diethyl ester
149543-47-5

pyridin-2-ylmethyl-phosphoramidic acid diethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 21h; Heating / reflux;100%
With triethylamine In dichloromethane at 20℃; Inert atmosphere;85%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

terephthalaldehyde,
623-27-8

terephthalaldehyde,

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)
297771-20-1

N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; terephthalaldehyde, In benzene Heating / reflux;
Stage #2: With hydrogen; palladium 10% on activated carbon In methanol under 1551.49 Torr; for 20h;
100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-[[N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)amino]methyl]benzylaldehyde
298181-91-6

4-[[N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)amino]methyl]benzylaldehyde

C25H28N4O2

C25H28N4O2

Conditions
ConditionsYield
In methanol at 20℃; for 3h;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline
190728-25-7

4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

N-(4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl)-N'-(pyridin-2-ylmethyl)urea

N-(4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl)-N'-(pyridin-2-ylmethyl)urea

Conditions
ConditionsYield
With triethylamine In toluene100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

methyltrioxorhenium(VII)
70197-13-6

methyltrioxorhenium(VII)

{2-(aminomethyl)pyridine}methyl(trioxo)rhenium(VII)

{2-(aminomethyl)pyridine}methyl(trioxo)rhenium(VII)

Conditions
ConditionsYield
In toluene decanted, washed with toluene, dried in vac.; elem. anal.;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

N-2-pyridinylcarbonyl-2-pyridinecarboximide
6707-97-7

N-2-pyridinylcarbonyl-2-pyridinecarboximide

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine With copper(II) acetate monohydrate In ethanol for 24h; in air;
Stage #2: With edetate disodium In chloroform; water
100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-N-(pyridin-2-ylmethyl)acetamide
84951-58-6

2-cyano-N-(pyridin-2-ylmethyl)acetamide

Conditions
ConditionsYield
at 0 - 20℃; Neat (no solvent);100%
In neat (no solvent) at 20℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

2-pivaloylaminopyridine-6-carboxaldehyde
372948-82-8

2-pivaloylaminopyridine-6-carboxaldehyde

N-(6-(((pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide
831195-44-9

N-(6-(((pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide

Conditions
ConditionsYield
Stage #1: 2-(Aminomethyl)pyridine; 2-pivaloylaminopyridine-6-carboxaldehyde In methanol at 20℃; for 2.5h;
Stage #2: With sodium tetrahydroborate at 0℃;
100%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

iron(II) trifluoromethanesulfonate acetonitrile disolvate

iron(II) trifluoromethanesulfonate acetonitrile disolvate

[(smifH)2Fe](OTf)2

[(smifH)2Fe](OTf)2

Conditions
ConditionsYield
In acetonitrile100%
In acetonitrile at 25℃;
In acetonitrile at 25℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

3-tert-butyl-2-hydroxybenzaldehyde
24623-65-2

3-tert-butyl-2-hydroxybenzaldehyde

C17H20N2O

C17H20N2O

Conditions
ConditionsYield
at 20℃; Inert atmosphere; Schlenk technique; Glovebox;100%
In methanol at 20℃;
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

D-arabinono-1,4-lactone 5-(dihydrogenophosphate)
219946-62-0

D-arabinono-1,4-lactone 5-(dihydrogenophosphate)

N-(5-phosphate-D-arabinoyl)-1-(pyridin-2-yl)methanamine

N-(5-phosphate-D-arabinoyl)-1-(pyridin-2-yl)methanamine

Conditions
ConditionsYield
With N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

N-(2-pyridylmethyl)-2-pyridylmethanimine
119715-60-5

N-(2-pyridylmethyl)-2-pyridylmethanimine

Conditions
ConditionsYield
With NC-800; air In water; dimethyl sulfoxide at 120℃; for 8h; Green chemistry;99.9%
With porphyrin based sp2 carbon conjugated covalent organic framework; air In chlorobenzene; acetonitrile at 25℃; for 0.75h; Irradiation;96%
With oxygen at 100℃; under 3800.26 Torr; for 2h; Autoclave; Neat (no solvent);90%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

bis[(2-pyridyl)methyl]amine
1539-42-0

bis[(2-pyridyl)methyl]amine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol99.6%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 10h;
Stage #2: With methanol; sodium tetrahydroborate at 20℃;
95%
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 1h;
Stage #2: With methanol; sodium tetrahydroborate at 0 - 20℃;
95%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

2-[N-(tert-butoxycarbonyl)aminomethyl]pyridine
134807-28-6

2-[N-(tert-butoxycarbonyl)aminomethyl]pyridine

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;99%
In dichloromethane Ambient temperature;98%
With 8Na(1+)*12C4H10NO(1-)*2HO(1-)*2Nd(3+) In neat (no solvent) at 20℃; for 0.0333333h; Inert atmosphere; Schlenk technique; Green chemistry;98%

3731-51-9Relevant articles and documents

-

Irving,da Silva

, p. 945,948 (1963)

-

Nickel(II)-Promoted Ethanolysis and Hydrolysis of N-(2-pyridylmethyl)urea. A model for Urease

Blakeley, Robert L.,Treston, Anthony,Andrews, Robert K.,Zerner, Burt

, p. 612 - 614 (1982)

-

Direct Conversion of Hydrazones to Amines using Transaminases

Carter, Eve M.,Hailes, Helen C.,Sheppard, Tom D.,Subrizi, Fabiana,Ward, John M.

, p. 4520 - 4523 (2021/09/20)

Transaminase enzymes (TAms) have been widely used for the amination of aldehydes and ketones, often resulting in optically pure products. In this work, transaminases were directly reacted with hydrazones in a novel approach to form amine products. Several substrates were investigated, including those with furan and phenyl moieties. It was determined that the amine yields increased when an additional electrophile was added to the reaction mixture, suggesting that they can sequester the hydrazine released in the reaction. Pyridoxal 5’-phosphate (PLP), a cofactor for transaminases, and polyethylene glycol (PEG)-aldehydes were both found to increase the yield of amine formed. Notably, the amination of (S)-(?)-1-amino-2-(methoxymethyl)pyrrolidine (SAMP) hydrazones gave promising results as a method to form chiral β-substituted amines in good yield.

Half-sandwiched ruthenium complex containing carborane schiff base ligand and preparation and application thereof

-

Paragraph 0067-0071, (2020/12/09)

The invention relates to a half-sandwiched ruthenium complex containing a carborane schiff base ligand and a preparation and an application thereof. The preparation method specifically comprises the following steps; i) dissolving o-carborane formaldehyde and aromatic amine in an organic solvent, carrying out reaction at 60-100 DEG C for 8-12h, cooling to room temperature after the reaction; ii) adding n-butyllithium, carrying out reaction at room temperature for 1.5-2.5h; ii) adding phellandrene ruthenium chloride dimer, carrying out reaction at room temperature for 3-6h, and obtaining the half-sandwiched ruthenium complex through separation. The half-sandwiched ruthenium complex is applied to catalyze transfer hydrogenation reaction of nitrile compounds. Compared with the prior art, the complex of the present invention is not sensitive to air and water, has stable properties, and shows high-efficiency catalytic activity in catalyzing the transfer hydrogenation reaction of nitrile compounds. The preparation method of the complex is simple and green, high in yield, mild in reaction conditions and good in universality.

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