Methyl iodide → 5-Chloro-1-methylpyrazin-2(1H)-one

HRID 2045993ノート

反応式

HRID 2045993 の反応式
[Cl:1][C:2]1[N:3]=[CH:4][C:5]([OH:8])=[N:6][CH:7]=1.[C:9]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5](=[O:8])[N:6]([CH3:9])[CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178516772HCID 178516772、化合物

生成物 1

HCID 584852805-Chloro-1-methylpyrazin-2(1H)-one収率 64%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-chloro-pyrazin-2-ol (100 mg, 0.76 mmol) in DMF (3 mL) was added K2CO3 (211 mg, 1.53 mmol) and CH3I (0.25 ml, 4 mmol) at room temperature. The mixture was stirred overnight, quenched by H2O, and extracted with EtOAc. The organic phase was concentrated to give the crude product, which was purified by TLC to give 5-chloro-1-methyl-1H-pyrazin-2-one (70 mg, 64%). 1H NMR (CD3OD): δ3.52 (s, 3H), 7.78 (s, 1H), 7.87 (s, 1H).

後処理

  1. customquenched by H2O
  2. extractionextracted with EtOAc
  3. concentrationThe organic phase was concentrated
  4. customto give the crude product, which
  5. customwas purified by TLC

出典と根拠

ORDレコード
ord-6c705502f0c04bddb05a3a25fe0af626
出典データセット
uspto-grants-2013_11
特許番号
US08592410B2

反応ノート

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