Pyrazinecarboxamide, 3,4-dihydro-5-methyl-3-oxo- (9CI) synthesis
- Product Name:Pyrazinecarboxamide, 3,4-dihydro-5-methyl-3-oxo- (9CI)
- CAS Number:88394-05-2
- Molecular formula:C6H7N3O2
- Molecular Weight:153.14
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Yield:88394-05-2 36%
Reaction Conditions:
Stage #1: 2-oxopropanalwith sodium hydrogensulfite;sodium hydroxide in water at 80; for 1 h;
Stage #2: 2-aminopropanediamide in water at 80; for 2 h;
Stage #3: with dihydrogen peroxide;sodium acetate in water at 20 - 65;
Steps:
1.2
[00681] Sodium bisulfite (24 g, 0.23 mol) was added to 25 mL of 40% methylglyoxal solution followed by gradual addition of 86 mL of water containing sodium hydroxide (0.86 g, 0.021 mol). The solution was heated to 80 °C for 1 hr, aminomalonamide (18 g, 0.15 mol) was added and the temperature of the solution maintained at 80 °C for 2 more hrs with stirring. Sodium acetate (32.78 g, 0.4 mol) was added, the solution cooled to 20 °C and 25 mL of 30%) hydrogen peroxide added gradually with stirring at 60-65 °C. After cooling to room termperature, the product was removed, washed with cold water to give 5-methyl-3- oxo-3,4-dihydropyrazine-2-carboxamide (8.5 g, 36%>) which was used in the next step without further purification. MR (400 MHz, DMSO- d6) δ 13.21 (s, 1H), 8.75 (s, 1H), 8.03 (s, 1H), 7.83 (s, 1H), 2.37 (s, 3H).
References:
WO2018/136265,2018,A1 Location in patent:Paragraph 00681
78-98-8
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88394-05-2
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62009-47-6
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$10.00/250mg
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$10.60/1gm:
88394-06-3
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88394-05-2
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