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5-Bromo-2-pyridinecarboxylic Acid

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CAS:30766-11-1
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CAS:30766-11-1
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5-Bromo-2-pyridinecarboxylic Acid Basic information
Uses
Product Name:5-Bromo-2-pyridinecarboxylic Acid
Synonyms:METHYL 5-BROMOPICOLINATE;METHYL 5-BROMO-2-PYRIDINECARBOXYLATE;5-BROMOPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;5-bromo-2-pyridine carboxlic acid;5-bromo-2-pyridinecarboxlic acid;5-Bromopyridine-2-carboxylic acid;5-bromoisonicotinic acid;5-Bromopyridine-2-carboxylic acid ,98%
CAS:30766-11-1
MF:C6H4BrNO2
MW:202.01
EINECS:640-263-4
Product Categories:Carboxylic Acids;Carboxy;Organohalides;Bromopyridines;Halopyridines;Pyridine Series;Carboxylic Acids;pharmacetical;Pyridines, Pyrimidines, Purines and Pteredines;blocks;Bromides;Carboxes;Pyridines;Pyridine;bc0001
Mol File:30766-11-1.mol
5-Bromo-2-pyridinecarboxylic Acid Structure
5-Bromo-2-pyridinecarboxylic Acid Chemical Properties
Melting point 173-175°C
Boiling point 319.5±27.0 °C(Predicted)
density 1.813±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in methanol.
form Powder
pka3.41±0.10(Predicted)
color White to off-white
InChIInChI=1S/C6H4BrNO2/c7-4-1-2-5(6(9)10)8-3-4/h1-3H,(H,9,10)
InChIKeyMNNQIBXLAHVDDL-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC=C(Br)C=C1
CAS DataBase Reference30766-11-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26-37/39
HazardClass IRRITANT
HS Code 29333990
MSDS Information
ProviderLanguage
ALFA English
5-Bromo-2-pyridinecarboxylic Acid Usage And Synthesis
Uses

5-Bromopyridine-2-carboxylic acid is used as a pharmaceutical intermediate. Store in cool, dry place in a well sealed container. Store away from oxidizing agents.

Chemical Propertieswhite Cryst
Uses5-Bromopyridine-2-carboxylic acid is used as a pharmaceutical intermediate.
Synthesis
5-Bromo-2-methylpyridine

3430-13-5

5-Bromo-2-pyridinecarboxylic Acid

30766-11-1

4.1.7 Synthesis of 5-bromopyridine-2-carboxylic acid (11): In a 250 mL three-necked flask assembled with a stirrer, thermometer, and condenser tube, add 150 mL of water and 5-bromo-2-methylpyridine (10) (6.0 g, 35 mmol). After turning on the stirring and heating to 80 °C, potassium permanganate (KMnO4) (24.8 g, 157 mmol) was added in three batches at 1 h intervals. The reaction temperature was maintained at 80 °C and stirring was continued for 3-4 hours. Upon completion of the reaction, filtration was carried out to obtain a clarified filtrate. The pH of the filtrate was adjusted to 4-5 with concentrated hydrochloric acid, at which point a white solid precipitated. The filtrate was filtered to collect a small amount of product (11). The filtrate was concentrated under vacuum and an appropriate amount of ethanol was added to the residue to dissolve compound (11), at which time a large amount of white solid precipitated, the filtrate was again withdrawn and the solid discarded. Finally, the filtrate was concentrated under vacuum to give a light yellow solid product (11) (3.0 g, 39% yield).

References[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 13, p. 3228 - 3236
[2] Journal fuer Praktische Chemie (Leipzig), 1932, vol. <2> 133, p. 36,49
[3] Heterocycles, 1981, vol. 15, # 1, p. 213 - 223
[4] Synthesis, 2003, # 4, p. 551 - 554
[5] Patent: US2005/113374, 2005, A1. Location in patent: Page/Page column 8
Tag:5-Bromo-2-pyridinecarboxylic Acid(30766-11-1) Related Product Information
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