Acetic Acid → 3-Methoxy-5-methylpyrazine-2-carboxamide

HRID 1108445

反応式

HRID 1108445 の反応式
[NH2:1][CH:2]([C:6]#[N:7])[C:3]([NH2:5])=[O:4].C[O-].[Na+].[C:11]([OH:14])(=O)C.[CH3:15][C:16]([CH:18]=O)=O>CO>[CH3:11][O:14][C:6]1[C:2]([C:3]([NH2:5])=[O:4])=[N:1][CH:15]=[C:16]([CH3:18])[N:7]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 880MethylglyoxalHCID 983412-Amino-2-cyanoacetamideHCID 10942334Sodium Methoxide

生成物 1

HCID 110627763-Methoxy-5-methylpyrazine-2-carboxamide収率 50%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
20 °C

実験手順

Under argon, 6 g (60.5 mmol) of 2-amino-2-cyanoacetamide was initially charged in 67 g of methanol. 1.67 g (9.3 mmol) of sodium methoxide solution (30%) was added and the mixture was stirred for at 20° C. 2 hours. After neutralization with 0.558 g (9.3 mmol) of acetic acid, 11.55 g (64.1 mmol) of methylglyoxal solution (40%) was added. The mixture was stirred at 20° C. for 2 hours and then at 50° C. for 2 hours. The solvent was distilled off and the 3-methoxy-5-methylpyrazine-2-carboxamide was purified by column chromatography (eluent: ethyl acetate/methanol 4:1). This gave 5 g of 3-methoxy-5-methylpyrazine-2-carboxamide. The yield was 50 percent. Other data concerning the title product was:

後処理

  1. custom2 hours
  2. stirringThe mixture was stirred at 20° C. for 2 hours
  3. distillationThe solvent was distilled off
  4. customthe 3-methoxy-5-methylpyrazine-2-carboxamide was purified by column chromatography (eluent: ethyl acetate/methanol 4:1)

出典と根拠

ORDレコード
ord-3fdeef8cca1e4d43927ac6372532304a
出典データセット
uspto-grants-2000_05
特許番号
US06066736

関連ノート

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