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5-bromo-2-pyridinecarboxylic acid ethyl ester

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5-bromo-2-pyridinecarboxylic acid ethyl ester Basic information
Product Name:5-bromo-2-pyridinecarboxylic acid ethyl ester
Synonyms:2-Pyridinecarboxylic acid, 5-broMo-, ethyl ester;Ethyl 5-bromo-2-pyridinecarboxylate;5-bromo-2-pyridinecarboxylic acid ethyl ester ISO 9001:2015 REACH;Ethyl 2-carboxylate-5-bromopyrrole;Ethyl 5-bromopicolinate
CAS:77199-09-8
MF:C8H8BrNO2
MW:230.06
EINECS:
Product Categories:Heterocycle-Pyridine series;API intermediates
Mol File:77199-09-8.mol
5-bromo-2-pyridinecarboxylic acid ethyl ester Structure
5-bromo-2-pyridinecarboxylic acid ethyl ester Chemical Properties
Melting point 63-64℃
Boiling point 304℃
density 1.501
Fp 138℃
storage temp. Sealed in dry,Room Temperature
pka-0.53±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
5-bromo-2-pyridinecarboxylic acid ethyl ester Usage And Synthesis
Synthesis
5-Bromo-2-pyridinecarboxylic Acid

30766-11-1

Ethanol

64-17-5

5-bromo-2-pyridinecarboxylic acid ethyl ester

77199-09-8

(a) Preparation of ethyl 5-bromopyridine-2-carboxylate 2: Thionyl chloride (5 mL) was added slowly and dropwise to a suspension of 5-bromopyridine-2-carboxylic acid 1 (2.02 g, 10 mmol) in 50 mL of anhydrous ethanol. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the resulting crude product was purified by column chromatography (eluent: hexane/ethyl acetate, 2:1, v/v) to afford ethyl 5-bromopyridine-2-carboxylate 2 (2.3 g, quantitative yield) as a colorless oil.1H NMR (CDCl3) δ (ppm): 8.80 (d, J = 1.6 Hz, 1H), 8.00 (dd, J = 8.4, 2.0 Hz, 1H), 7.90 (d, J=8.4 Hz, 1H), 4.50 (q, J=7.2 Hz, 2H), 1.44 (t, J=7.2 Hz, 3H).

References[1] Patent: WO2012/76898, 2012, A1. Location in patent: Page/Page column 58
[2] Patent: EP2471789, 2012, A1. Location in patent: Page/Page column 115
[3] Patent: US2005/113374, 2005, A1. Location in patent: Page/Page column 8; 12-13
[4] Heterocycles, 1981, vol. 15, # 1, p. 213 - 223
[5] Patent: WO2009/5645, 2009, A1. Location in patent: Page/Page column 153
5-bromo-2-pyridinecarboxylic acid ethyl ester Preparation Products And Raw materials
Raw materials2,5-Dibromopyridine-->5-Bromo-2-pyridinecarboxylic Acid-->Ethanol-->Ethyl bromodifluoroacetate-->Ethyl formate
Preparation Products5-Bromo-2-hydroxymethylpyridine-->5-Bromo-2-pyridinecarboxylic Acid
Tag:5-bromo-2-pyridinecarboxylic acid ethyl ester(77199-09-8) Related Product Information
Ethyl-5-bromopyrimidine-2-carboxylate 1H-Indole, 5-broMo-3-iodo- Methyl-5-bromo-2 pyrimidine carboxylate 5-Bromo-3-(trifluoromethyl)-2-pyridinecarbonitrile 5-Bromo-2-hydroxy-3-(trifluoromethyl)pyridine 2-Amino-3-Difluoromethoxy-5-Bromopyridine 5-BroMo-3,4-dihydroisoquinolin-1(2H)-one 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine 5-Bromo-3-iodo-pyridin-2-ol 5-Bromo-3-iodo-2-methoxypyridine 5-bromo-2-pyridinecarboxylic acid ethyl ester 5-Bromopyridine-2-carboxylic acid methyl ester tert-Butyl 5-bromopyridine-2-carboxylate 98 Methyl 6-bromonicotinate 5-Bromo-2-hydroxymethylpyridine 5-Bromo-2-methylpyridine Ethyl picolinate 5-Bromopyridine-2-carbaldehyde