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3-Bromo-4-methylpyridine
Cas No: 3430-22-6
No Data 1 Kiloliter Metric Ton/Day Zhengzhou Eiffel Chemical Co., Ltd.. Contact Supplier
3-Bromo-4-methylpyridine Manufacturer/High quality/Best price/In stock
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USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 3-Bromo-4-Methylpyridine
Cas No: 3430-22-6
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
3-bromo-4-methylpyridine
Cas No: 3430-22-6
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
3-Bromo-4-methylpyridine Cas 3430-22-6
Cas No: 3430-22-6
No Data 1 Kilogram 100 Metric Ton/Year Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
3-Bromo-4-methylpyridine
Cas No: 3430-22-6
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
3-Bromo-τ-picoline
Cas No: 3430-22-6
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
3-Bromo-4-methylpyridine
Cas No: 3430-22-6
No Data No Data No Data Shanghai Sunwise Chemical Co., Ltd Contact Supplier
3430-22-6 3-Bromo-4-methylpyridine
Cas No: 3430-22-6
USD $ 8900.0-8900.0 / Gram 1 Gram 200 Gram/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier
4-Methyl-3-bromopyridine
Cas No: 3430-22-6
No Data 1 Kilogram 300 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier

3430-22-6 Usage

Chemical Properties

Clear Liquid

Uses

An intermediate of pyridinyl pyrrole compounds as proton pump inhibitors with improved gastric acid secretion suppressive activity

3430-22-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (548030)  3-Bromo-4-methylpyridine  96% 3430-22-6 548030-5G 1,147.77CNY Detail
Aldrich (548030)  3-Bromo-4-methylpyridine  96% 3430-22-6 548030-1G 298.35CNY Detail
Alfa Aesar (L19622)  3-Bromo-4-methylpyridine, 98%    3430-22-6 25g 2787.0CNY Detail
Alfa Aesar (L19622)  3-Bromo-4-methylpyridine, 98%    3430-22-6 5g 697.0CNY Detail
Alfa Aesar (L19622)  3-Bromo-4-methylpyridine, 98%    3430-22-6 1g 220.0CNY Detail

3430-22-6SDS

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 3-Bromo-4-methylpyridine

1.2 Other means of identification

Product number -
Other names 4-Methyl-3-bromopyridine

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:3430-22-6 SDS

3430-22-6Synthetic route

3-amino-4-methylpyridine
3430-27-1

3-amino-4-methylpyridine

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
Stage #1: 3-amino-4-methylpyridine With hydrogen bromide; bromine at -5℃;
Stage #2: With sodium nitrite In water at 0℃;
Stage #3: With sodium hydroxide In water at 0 - 20℃; for 0.5h; pH=9;
95%
Stage #1: 3-amino-4-methylpyridine With hydrogen bromide; bromine at -5℃;
Stage #2: With sodium nitrite at 0℃;
Stage #3: With sodium hydroxide at 20℃; for 0.5h; pH=9;
picoline
108-89-4

picoline

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
Stage #1: picoline With aluminum (III) chloride; potassium bromide at 20℃; for 1h; Inert atmosphere;
Stage #2: With bromine at 120℃; for 27h; Inert atmosphere;
57%
With aluminum (III) chloride; bromine at 95 - 105℃; for 43h; Inert atmosphere;49%
Stage #1: picoline With aluminum (III) chloride; bromine at 95 - 100℃; for 22h;
Stage #2: With sodium carbonate In water
19%
With hydrogenchloride; sodium hydroxide; bromine; aluminium trichloride In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane; Petroleum ether
Stage #1: picoline With aluminum (III) chloride at -5℃; for 1h;
Stage #2: With bromine at 100℃; for 44h;
3-Bromopyridine
626-55-1

3-Bromopyridine

lithium diisopropyl amide
4111-54-0

lithium diisopropyl amide

methyl iodide
74-88-4

methyl iodide

A

4-bromopyridin
1120-87-2

4-bromopyridin

B

4-bromo-3-methylpyridine
10168-00-0

4-bromo-3-methylpyridine

C

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
In tetrahydrofuran at -60℃; Product distribution; Mechanism; temp. change;
3-Bromopyridine
626-55-1

3-Bromopyridine

methyl iodide
74-88-4

methyl iodide

A

4-bromo-3-methylpyridine
10168-00-0

4-bromo-3-methylpyridine

B

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
THF, -60 -> -55.deg C, 1) 15 min, 2) 45 min; Yield given. Multistep reaction. Yields of byproduct given;
3-Bromopyridine
626-55-1

3-Bromopyridine

methyl iodide
74-88-4

methyl iodide

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
THF, -60.deg C, 1) 15 min, 2) 45 min; Yield given. Multistep reaction;
3-Bromo-4-methyl-4H-pyridine-1-carboxylic acid phenyl ester
90731-85-4

3-Bromo-4-methyl-4H-pyridine-1-carboxylic acid phenyl ester

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
With o-tetrachloroquinone In acetic acid for 8h; Ambient temperature; Yield given;
3-Bromopyridine
626-55-1

3-Bromopyridine

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) CuI, (CH3)2S / 1.) THF, -20 deg C, 5 min, 2.) THF, a) -20 deg C, 15 min, b) RT, 15 min
2: o-chloranil / acetic acid / 8 h / Ambient temperature
View Scheme
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

2,4-dimethoxypyrimidin-5-ylboronic acid
89641-18-9

2,4-dimethoxypyrimidin-5-ylboronic acid

5-(4-methyl-pyridin-3-yl)-2,4-dimethoxy-pyrimidine
952403-13-3

5-(4-methyl-pyridin-3-yl)-2,4-dimethoxy-pyrimidine

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate; triphenylphosphine In propan-1-ol for 3h; Suzuki Coupling; Heating / reflux;100%
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl 2-(3-bromopyridin-4-yl)acetate
51054-99-0

ethyl 2-(3-bromopyridin-4-yl)acetate

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 2.5h;
Stage #2: Diethyl carbonate In tetrahydrofuran for 12h;
100%
Stage #1: 3-Bromo-4-methylpyridin; Diethyl carbonate With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 5h;
Stage #2: With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 2h;
91%
With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 3h; Inert atmosphere;68.2%
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran at 20℃;
Stage #2: Diethyl carbonate In tetrahydrofuran at 20℃;
63%
2-formyl-4,5-(methylenedioxy)benzeneboronic acid
94838-88-7

2-formyl-4,5-(methylenedioxy)benzeneboronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

6-(4-methyl-pyridin-3-yl)-benzo[1,3]dioxole-5-carbaldehyde
1086561-33-2

6-(4-methyl-pyridin-3-yl)-benzo[1,3]dioxole-5-carbaldehyde

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 90℃; for 15h; Suzuki coupling;98%
benzo[b]thiophene-2-boronic acid
98437-23-1

benzo[b]thiophene-2-boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-(benzo[b]thiophen-2-yl)-4-methylpyridine
1443643-88-6

3-(benzo[b]thiophen-2-yl)-4-methylpyridine

Conditions
ConditionsYield
With C43H37ClFeNiP2*C4H8O; potassium carbonate In tetrahydrofuran; acetonitrile at 50℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
thiophene boronic acid
6165-68-0

thiophene boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

4-methyl-3-(thiophen-2-yl)pyridine
504395-36-2

4-methyl-3-(thiophen-2-yl)pyridine

Conditions
ConditionsYield
With potassium phosphate; C43H37ClFeNiP2*C4H8O In 1,4-dioxane at 70℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;97%
4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

1-(4-(4-methylpyridin-3-yl)phenyl)ethan-1-one

1-(4-(4-methylpyridin-3-yl)phenyl)ethan-1-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 120℃; for 10h; Suzuki Coupling;97%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

methyl iodide
74-88-4

methyl iodide

methyl 2-(3-bromopyridin-4-yl)propanoate

methyl 2-(3-bromopyridin-4-yl)propanoate

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran; ethylbenzene at 20℃; for 3h;
Stage #2: carbonic acid dimethyl ester In tetrahydrofuran; ethylbenzene at 0 - 20℃;
Stage #3: methyl iodide In tetrahydrofuran; ethylbenzene at -70 - 20℃;
97%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

methyl 2-(3-bromopyridin-4-yl)acetate
162615-12-5

methyl 2-(3-bromopyridin-4-yl)acetate

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran for 1.5h;
Stage #2: carbonic acid dimethyl ester In tetrahydrofuran for 15h;
96%
Stage #1: 3-Bromo-4-methylpyridin With lithium hexamethyldisilazane In tetrahydrofuran; ethylbenzene at 20℃; for 3h;
Stage #2: carbonic acid dimethyl ester In tetrahydrofuran; ethylbenzene at 0 - 20℃;
95%
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 2.5h;85%
With n-butyllithium; diisopropylamine 1.) THF, hexane, r.t. to 50 deg C, 2.) THF, hexane, 50 deg C; r.t., 24 h; Yield given. Multistep reaction;
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

2-(4-methyl-pyridin-3-yl)-benzaldehyde
1086561-21-8

2-(4-methyl-pyridin-3-yl)-benzaldehyde

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 90℃; for 15h; Inert atmosphere;96%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 90℃; for 15h; Suzuki coupling;94%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 12h; Suzuki Coupling;85%
methylamine
74-89-5

methylamine

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

4-Methyl-3-(methylamino)pyridine
77862-24-9

4-Methyl-3-(methylamino)pyridine

Conditions
ConditionsYield
With copper In water at 150 - 160℃; Temperature; Reagent/catalyst;95%
With copper In water at 100 - 110℃; for 24h; Temperature; Autoclave;93%
With copper(II) sulfate68%
Methyl formate
107-31-3

Methyl formate

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

4-methylnicotinaldehyde
51227-28-2

4-methylnicotinaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With n-butyllithium In tetrahydrofuran at -100℃; for 0.166667h;
Stage #2: Methyl formate In tetrahydrofuran at -96 - -78℃; for 1h;
95%
3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine
916326-87-9

3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4-methyl-pyridin-3-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine
916326-94-8

3-[4-methoxymethyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazol-2-yl]-5-(4-methyl-pyridin-3-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃;95%
N-boc-2-pyrroleboronic acid
135884-31-0

N-boc-2-pyrroleboronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

tert-butyl 2-(4-methylpyridin-3-yl)-1H-pyrrole-1-carboxylate
1443644-02-7

tert-butyl 2-(4-methylpyridin-3-yl)-1H-pyrrole-1-carboxylate

Conditions
ConditionsYield
With potassium phosphate; C43H37ClFeNiP2*C4H8O In 1,4-dioxane at 70℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere;95%
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-amino-4-methylpyridine
3430-27-1

3-amino-4-methylpyridine

Conditions
ConditionsYield
With ammonia; copper(II) sulfate In methanol at 160℃; under 3800.26 Torr; for 8h; Temperature; Autoclave;95%
With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate In 1-methyl-pyrrolidin-2-one at 110℃; for 30h;80%
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-iodo-4-methyl-pyridine
38749-96-1

3-iodo-4-methyl-pyridine

Conditions
ConditionsYield
With copper(l) iodide; N,N-dimethylethylenediamine; sodium iodide In 1,4-dioxane at 110℃; for 72h; Inert atmosphere;95%
tert-Butoxybis(dimethylamino)methane
5815-08-7

tert-Butoxybis(dimethylamino)methane

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

(E)-2-(3-bromopyridin-4-yl)-N,N-dimethylethen-1-amine

(E)-2-(3-bromopyridin-4-yl)-N,N-dimethylethen-1-amine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 135℃; for 5h;95%
3-bromo-1-(trimethylsilyl)-1-propyne
38002-45-8

3-bromo-1-(trimethylsilyl)-1-propyne

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-bromo-4-[4-(trimethylsilyl)but-3-yn-1-yl]pyridine
1035428-67-1

3-bromo-4-[4-(trimethylsilyl)but-3-yn-1-yl]pyridine

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With lithium diisopropyl amide In tetrahydrofuran; hexane at 50℃; for 0.75h;
Stage #2: 3-bromo-1-(trimethylsilyl)-1-propyne In tetrahydrofuran; hexane at 0 - 20℃; Further stages.;
93%
sodium carbonate
497-19-8

sodium carbonate

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

formic acid ethyl ester
109-94-4

formic acid ethyl ester

4-methylnicotinaldehyde
51227-28-2

4-methylnicotinaldehyde

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane; water93%
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-bromo-4-methyl-1-oxidopyridin-1-ium
17117-15-6

3-bromo-4-methyl-1-oxidopyridin-1-ium

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 20℃;93%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h;
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

formic acid ethyl ester
109-94-4

formic acid ethyl ester

4-methylnicotinaldehyde
51227-28-2

4-methylnicotinaldehyde

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With n-butyllithium In tetrahydrofuran; hexane at -100 - 100℃; for 0.166667h;
Stage #2: formic acid ethyl ester In tetrahydrofuran; hexane at 100℃; for 0.5h;
93%
allyl bromide
106-95-6

allyl bromide

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-bromo-4-(but-3-en-1-yl)pyridine
1309650-03-0

3-bromo-4-(but-3-en-1-yl)pyridine

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.833333h;
Stage #2: allyl bromide In tetrahydrofuran at -78 - 20℃;
92%
phenylacetylene
536-74-3

phenylacetylene

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-(phenylethynyl)-4-methylpyridine
63731-34-0

3-(phenylethynyl)-4-methylpyridine

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With bis(η3-allyl-μ-chloropalladium(II)); 1-n-butyl-3-methylimidazolium tetrafluoroborate; triphenylphosphine at 60℃; Heck alkynylation; Inert atmosphere;
Stage #2: phenylacetylene With pyrrolidine at 100℃; for 4h; Heck alkynylation; Inert atmosphere;
92%
With tetrabutylammomium bromide; sodium acetate In dimethyl sulfoxide at 120℃; for 50h; Sonogashira Cross-Coupling; Inert atmosphere;69%
benzofuran-2-boronic acid
98437-24-2

benzofuran-2-boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-(benzofuran-2-yl)-4-methylpyridine
1269386-42-6

3-(benzofuran-2-yl)-4-methylpyridine

Conditions
ConditionsYield
With C43H37ClFeNiP2*C4H8O; potassium carbonate In tetrahydrofuran; acetonitrile at 50℃; for 12h; Suzuki-Miyaura Coupling; Inert atmosphere;92%
tributyl(1-ethoxyvinyl)stannane
97674-02-7

tributyl(1-ethoxyvinyl)stannane

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-(1-Ethoxy-vinyl)-4-methyl-pyridine
486414-68-0

3-(1-Ethoxy-vinyl)-4-methyl-pyridine

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene for 4h; Heating / reflux;91%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

diphenylmethanone (4-methylpyridin-3-yl)hydrazone
928263-96-1

diphenylmethanone (4-methylpyridin-3-yl)hydrazone

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 85℃;91%
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

6-Bromo-1-hexene
2695-47-8

6-Bromo-1-hexene

butane-2,3-dione dioxime
95-45-4

butane-2,3-dione dioxime

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

(3-bromo-4-methylpyridine)bis(dimethylglyoximato)-5-hexenylcobalt(III)

(3-bromo-4-methylpyridine)bis(dimethylglyoximato)-5-hexenylcobalt(III)

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In methanol stirring CoCl2, glyoxime in CH3OH at -20°C under N2; addn. of 50% aq. NaOH soln., 3-bromo-4-methylpyridine, NaBH4 in CH3OH; stirring at 20°C for 1 h; addn. of bromide at -20, stirring at 20°C in dark for 14 h;; addn. of water containing 1 drop 3-bromo-4-methylpyridine to oily residue; pptn.; drying; elem. anal.;91%
(9-fluoro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)boronic acid
1464115-37-4

(9-fluoro-1-methyl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinolin-7-yl)boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

9-fluoro-1-methyl-7-(4-methyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline
1404366-47-7

9-fluoro-1-methyl-7-(4-methyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline

Conditions
ConditionsYield
With tetrabutylammomium bromide; palladium diacetate; sodium carbonate In ethanol; water; toluene Suzuki Coupling; Inert atmosphere; Reflux;91%
3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

3-bromoisonicotinic acid
13959-02-9

3-bromoisonicotinic acid

Conditions
ConditionsYield
Stage #1: 3-Bromo-4-methylpyridin With Co0.27CuO3; water
Stage #2: With oxygen at 90℃;
90%
With potassium permanganate In water Heating / reflux;32%
With hydrogenchloride; potassium permanganate In water
(5-(((tert-butoxycarbonyl)amino)methyl)furan-2-yl)boronic acid
1072946-49-6

(5-(((tert-butoxycarbonyl)amino)methyl)furan-2-yl)boronic acid

3-Bromo-4-methylpyridin
3430-22-6

3-Bromo-4-methylpyridin

tert-butyl ((5-(4-methylpyridin-3-yl)furan-2-yl)methyl)carbamate

tert-butyl ((5-(4-methylpyridin-3-yl)furan-2-yl)methyl)carbamate

Conditions
ConditionsYield
With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 140℃; for 0.0333333h; Suzuki Coupling; Inert atmosphere; Microwave irradiation;89.4%
With trans-bis(triphenylphosphine)palladium dichloride; sodium carbonate In 1,2-dimethoxyethane; ethanol; water at 140℃; for 0.0333333h; Microwave irradiation; Inert atmosphere;89%

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