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3-Amino-6-bromopyrazine-2-carboxylic acid

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3-Amino-6-bromopyrazine-2-carboxylic acid manufacturers

3-Amino-6-bromopyrazine-2-carboxylic acid Basic information
Product Name:3-Amino-6-bromopyrazine-2-carboxylic acid
Synonyms:3-AMINO-6-BROMOPYRAZINE-2-CARBOXYLIC ACID;3-AMINO-6-BROMOPYRAZINE-2-CARBOXYLIC ACID, 95+%;3-AMINO-6-BROMOPYRAZINE-2-CARB;3-AMino-6-broMo-2-pyrazinecarboxylic Acid;2-Amino-5-bromo-3-carboxypyrazine, 2-Amino-5-bromo-3-carboxy-1,4-diazine;2-Pyrazinecarboxylic acid, 3-amino-6-bromo-;3-Amino-6-bromopyrazine-2-carboxylicacid,98%;3-Amino-6-bromopyrazine-2-carboxylicaci
CAS:486424-37-7
MF:C5H4BrN3O2
MW:218.01
EINECS:802-115-9
Product Categories:Bases & Related Reagents;Nucleotides
Mol File:486424-37-7.mol
3-Amino-6-bromopyrazine-2-carboxylic acid Structure
3-Amino-6-bromopyrazine-2-carboxylic acid Chemical Properties
Melting point 178-183℃
Boiling point 397.8±42.0 °C(Predicted)
density 2.039±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility Soluble in dimethyl sulfoxide and methanol.
pka3.26±0.10(Predicted)
form Solid
color Pale yellow
Sensitive Light Sensitive
InChIInChI=1S/C5H4BrN3O2/c6-2-1-8-4(7)3(9-2)5(10)11/h1H,(H2,7,8)(H,10,11)
InChIKeyMTNAQEKMSVDTAQ-UHFFFAOYSA-N
SMILESC1(C(O)=O)=NC(Br)=CN=C1N
Safety Information
WGK Germany WGK 3
HS Code 2933998090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Dam. 1
MSDS Information
3-Amino-6-bromopyrazine-2-carboxylic acid Usage And Synthesis
Chemical PropertiesYellow Solid
Uses3-Amino-6-bromopyrazine-2-carboxylic acid used to prepare 3-bromo-5-phenylpyrazine-2-amine. It serves as an intermediate in organic synthesis and pharmaceuticals.
Synthesis
Methyl 3-amino-6-bromopyrazine-2-carboxylate

6966-01-4

3-Amino-6-bromopyrazine-2-carboxylic acid

486424-37-7

Step 2: Methyl 3-amino-6-bromopyrazine-2-carboxylate (5.11 g, 22.02 mmol) and lithium hydroxide (2.637 g, 110.1 mmol) were dissolved in a mixed solvent of methanol (20 mL) and water (20 mL), heated to 90 °C, and the reaction was carried out for 2 hours. After completion of the reaction, the reaction mixture was cooled, neutralized with hydrochloric acid to pH neutral, and the precipitated solid was collected by filtration. The resulting 3-amino-6-bromopyrazine-2-carboxylic acid was used directly in the next step of the reaction without further purification (4.80 g, 99% yield).

References[1] Patent: WO2011/143419, 2011, A1. Location in patent: Page/Page column 44-45
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 8, p. 2784 - 2788
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 7, p. 2320 - 2330
[4] Patent: WO2017/123588, 2017, A1. Location in patent: Paragraph 0031; 0032; 0033
[5] Patent: WO2010/54398, 2010, A1. Location in patent: Page/Page column 90
3-Amino-6-bromopyrazine-2-carboxylic acid Preparation Products And Raw materials
Raw materialsMethyl 3-amino-6-bromopyrazine-2-carboxylate-->Methanol-->Lithium hydroxide-->Water-->Hydrochloric acid
Preparation Products2-Amino-5-bromopyrazine-->3-amino-6-phenylpyrazine-2-carboxylic acid
Tag:3-Amino-6-bromopyrazine-2-carboxylic acid(486424-37-7) Related Product Information
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