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2-Amino-5-bromoisonicotinic acid

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2-Amino-5-bromoisonicotinic acid Basic information
Product Name:2-Amino-5-bromoisonicotinic acid
Synonyms:2-Amino-5-bromoisonicotinic acid;2-Amino-5-bromo-4-pyridinecarboxylic acid;2-aMino-5-broMopyridin-4-carboxylic acid;4-Pyridinecarboxylic acid,2-amino-5-bromo-;2-Amino-5-bromoisonicotinic;2-Amino-5-bromoisonicotinicaci;2-Amino-5-bromoisonicotinic acid ISO 9001:2015 REACH
CAS:1000339-23-0
MF:C6H5BrN2O2
MW:217.02
EINECS:202-303-5
Product Categories:
Mol File:1000339-23-0.mol
2-Amino-5-bromoisonicotinic acid Structure
2-Amino-5-bromoisonicotinic acid Chemical Properties
Boiling point 464.1±45.0 °C(Predicted)
density 1.909
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka1.16±0.10(Predicted)
form solid
color Yellow
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
2-Amino-5-bromoisonicotinic acid Usage And Synthesis
Synthesis
Methyl 2-amino-5-bromo-4-pyridinecarboxylate

882499-87-8

2-Amino-5-bromoisonicotinic acid

1000339-23-0

General procedure for the synthesis of 2-amino-5-bromo-4-carboxylic acid pyridine from 2-amino-5-bromoisonicotinic acid methyl ester: 2-amino-5-bromoisonicotinic acid methyl ester (10.0 g, 43.28 mmol) and lithium hydroxide (LiOH, 5.46 g, 129.8 mmol) were reacted with 2-amino-5-bromo-4-carboxylic acid methyl ester (10.0 g, 43.28 mmol) and 2-amino-5-bromoisonicotinic acid methyl ester (10.0 g, 43.28 mmol) and lithium hydroxide (LiOH, 5.46 g, 129.8 mmol) in a water (100 mL) in a solvent mixture of tetrahydrofuran (THF, 400 mL), methanol (MeOH, 200 mL), and water (100 mL), and the reaction was stirred at 70 °C for 2 h under nitrogen (N2) protection. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and the pH was adjusted to 6 by dropwise addition of concentrated aqueous hydrochloric acid (HCl).Subsequently, the resulting suspension was filtered and the solid was dried under vacuum to afford pyridine 2-amino-5-bromo-4-carboxylic acid (7.8 g, 83% yield). The product was analyzed by liquid chromatography-mass spectrometry (LC-MS, ESI) and showed m/z 211 [M + H]+.

References[1] Patent: WO2012/58125, 2012, A1. Location in patent: Page/Page column 145
2-Amino-5-bromoisonicotinic acid Preparation Products And Raw materials
Raw materialsMethyl 2-amino-5-bromo-4-pyridinecarboxylate-->Water-->Tetrahydrofuran-->Lithium hydroxide-->Methanol-->Hydrochloric acid
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