Water → 1-(5-bromomethyl-pyrazin-2-yl)-5-chloro-1H-pyridin-2-one

HRID 1585908ノート

反応式

HRID 1585908 の反応式
C1C(=O)N([Br:8])C(=O)C1.CSC.[Cl:12][C:13]1[CH:14]=[CH:15][C:16](=[O:27])[N:17]([C:19]2[CH:24]=[N:23][C:22]([CH2:25]O)=[CH:21][N:20]=2)[CH:18]=1.O>C(Cl)Cl>[Br:8][CH2:25][C:22]1[N:23]=[CH:24][C:19]([N:17]2[CH:18]=[C:13]([Cl:12])[CH:14]=[CH:15][C:16]2=[O:27])=[N:20][CH:21]=1

参加物

6

反応物 4

HCID 962WaterHCID 1068Dimethyl SulfideHCID 67184N-bromobutanimideHCID 187797445-chloro-1-(5-hydroxymethyl-pyrazin-2-yl)-1H-pyridin-2-one

生成物 1

HCID 187796991-(5-bromomethyl-pyrazin-2-yl)-5-chloro-1H-pyridin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-20 °C

実験手順

To a slurry of NBS (0.598 g, 3.36 mmol) in CH2Cl2 (10 ml)at 0° C. was added methylsulfide (0.296 ml, 4.035 mmol). The slurry was cooled to -20° C. and the alcohol from step 3 (0.532 g, 2.24 mmol) was added followed by CH2Cl2 (10 ml). The reaction was stirred at 0° C. for 3 hrs and then at room temperature for 24 hrs. The reaction was poured into water and extracted into CH2Cl2 and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, EtOAc: CH2Cl2 30:70) to afford the title compound.

後処理

  1. waitat room temperature for 24 hrs
  2. extractionextracted into CH2Cl2
  3. dry with materialthe combined extracts were dried (MgSO4)
  4. customevaporated in vacuo
  5. customThe residue was chromatographed (silica gel, EtOAc: CH2Cl2 30:70)

出典と根拠

ORDレコード
ord-13b8f6859fe44b758367023ed56fc2b0
出典データセット
uspto-grants-1999_08
特許番号
US05939439

反応ノート

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