2-AMINO-3-(METHYLAMINO)PYRAZINE synthesis
- Product Name:2-AMINO-3-(METHYLAMINO)PYRAZINE
- CAS Number:84996-40-7
- Molecular formula:C5H8N4
- Molecular Weight:124.14
6863-73-6
74-89-5
84996-40-7
General procedure for the synthesis of 2-amino-3-methylaminopyrazine from 2-amino-3-chloropyrazine (5.20 g, 40.1 mmol) and monomethylamine: 2-amino-3-chloropyrazine (5.20 g, 40.1 mmol) and CuSO4 (640 mg, 4.01 mmol) in 12 M aqueous methylamine solution (40.0 mL, 480 mmol) were The mixture was placed in a microwave reactor and the reaction was stirred at 120 °C for 3 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and concentrated under reduced pressure to remove the solvent. The residue was purified by fast column chromatography (silica gel as stationary phase and chloroform solution with 0-5% methanol as eluent) to afford the target product 2-amino-3-methylaminopyrazine (3.99 g, 80% yield) as a yellow solid. The structure of the product was confirmed by 1H NMR (DMSO-d6) and mass spectrometry (ESI): 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]+.
6863-73-6
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$10.00/5g
74-89-5
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$13.44/25ML
84996-40-7
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$65.00/100mg
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]
21943-12-4
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$60.00/250mg
74-89-5
0 suppliers
$13.44/25ML
84996-40-7
59 suppliers
$65.00/100mg