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ChemicalBook CAS DataBase List 2-AMINO-3-(METHYLAMINO)PYRAZINE
84996-40-7

2-AMINO-3-(METHYLAMINO)PYRAZINE synthesis

2synthesis methods
-

Yield:84996-40-7 80%

Reaction Conditions:

with copper(II) sulfate in water at 120; for 3 h;Microwave irradiation;

Steps:

1.41 5.1.41 N-Methylpyrazine-2,3-diamine (26)

A mixture of 25 (5.20 g, 40.1 mmol) and CuSO4 (640 mg, 4.01 mmol) in 12 M methanamine aqueous solution (40.0 mL, 480 mmol) was stirred at 120 °C for 3 h under microwave irradiation. The reaction mixture was allowed to cool to room temperature and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 0-5% MeOH in CHCl3) to give 26 (3.99 g, 80%) as a yellow solid. 1H NMR (DMSO-d6) δ 2.81 (d, 3H, J = 4.7 Hz), 5.84 (s, 2H), 6.13 (q, 1H, J = 4.7 Hz), 7.09 (d, 1H, J = 3.1 Hz), 7.23 (d, 1H, J = 3.1 Hz); MS (ESI) m/z 125 [M+H]+.

References:

Chino, Ayaka;Masuda, Naoyuki;Amano, Yasushi;Honbou, Kazuya;Mihara, Takuma;Yamazaki, Mayako;Tomishima, Masaki [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 13,p. 3515 - 3526]

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