ChemicalBook--->CAS DataBase List--->74290-65-6

74290-65-6

74290-65-6 Structure

74290-65-6 Structure
IdentificationBack Directory
[Name]

2-Amino-3-bromo-5-methylpyrazine
[CAS]

74290-65-6
[Synonyms]

3-broMo-5-Methylpyrazin-2-Mine
3-bromo-5-methylpyrazin-2-amine
2-Amino-3-bromo-5-methylpyrazine
3-Bromo-5-methylpyrazin-2-ylamine
2-PyrazinaMine, 3-broMo-5-Methyl-
[Molecular Formula]

C5H6BrN3
[MDL Number]

MFCD09750037
[MOL File]

74290-65-6.mol
[Molecular Weight]

188.03
Chemical PropertiesBack Directory
[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
[pka]

2.65±0.10(Predicted)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HazardClass ]

IRRITANT
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-3-bromo-5-methylpyrazine(74290-65-6)1HNMR
Hazard InformationBack Directory
[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
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