2-Amino-3-bromo-5-methylpyrazine

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Products Intro: Product Name:2-Amino-3-bromo-5-methylpyrazine
CAS:74290-65-6
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Products Intro: Product Name:3-Bromo-5-methylpyrazin-2-amine
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CAS:74290-65-6
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2-Amino-3-bromo-5-methylpyrazine manufacturers

2-Amino-3-bromo-5-methylpyrazine Basic information
Product Name:2-Amino-3-bromo-5-methylpyrazine
Synonyms:2-Amino-3-bromo-5-methylpyrazine;3-Bromo-5-methylpyrazin-2-ylamine;3-broMo-5-Methylpyrazin-2-Mine;2-PyrazinaMine, 3-broMo-5-Methyl-;3-bromo-5-methylpyrazin-2-amine;3-Bromo 5-Methyl pyrazine-2-amine
CAS:74290-65-6
MF:C5H6BrN3
MW:188.03
EINECS:
Product Categories:Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrazines, Pyrimidines & Pyridazines
Mol File:74290-65-6.mol
2-Amino-3-bromo-5-methylpyrazine Structure
2-Amino-3-bromo-5-methylpyrazine Chemical Properties
Melting point 56-57 °C
Boiling point 275.0±35.0 °C(Predicted)
density 1.699±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.65±0.10(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
HazardClass IRRITANT
HS Code 2933998090
MSDS Information
2-Amino-3-bromo-5-methylpyrazine Usage And Synthesis
Synthesis
5-METHYL-PYRAZIN-2-YLAMINE

5521-58-4

2-Amino-3-bromo-5-methylpyrazine

74290-65-6

General procedure for the synthesis of 2-amino-3-bromo-5-methylpyrazine from 2-amino-5-methylpyrazine: Bromine (8.80 g, 55.0 mmol) was slowly added to a solution of dichloromethane (250 mL) containing 5-methylpyrazin-2-amine (5.00 g, 45.8 mmol) and pyridine (4.35 g, 55.0 mmol). The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, water (150 mL) was added to the mixture for extraction and the organic layer was separated. The organic layer was washed with saturated brine (100 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum to afford the target compound 2-amino-3-bromo-5-methylpyrazine as a yellow solid (7.64 g, 88% yield). Mass spectrum (ESI, positive ion mode) m/z: 190.2 [M + H]+; 1H NMR (400 MHz, CDCl3) δ (ppm): 7.83 (s, 1H), 4.93 (s, 2H), 2.41 (s, 3H).

References[1] Patent: WO2018/108125, 2018, A1. Location in patent: Paragraph 00511
[2] Patent: WO2018/136265, 2018, A1. Location in patent: Paragraph 00790
[3] Patent: US2014/275531, 2014, A1. Location in patent: Paragraph 0353
[4] Patent: JP5714745, 2015, B2. Location in patent: Paragraph 0687; 0688
[5] Patent: US5866568, 1999, A
2-Amino-3-bromo-5-methylpyrazine Preparation Products And Raw materials
Raw materials5-METHYL-PYRAZIN-2-YLAMINE-->2-amino-6-bromo-5-methylpyrazine-->Pyridine-->Dichloromethane
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