Water → 1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide

HRID 1947057ノート

反応式

HRID 1947057 の反応式
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([NH2:14])=[O:13])=[CH:4]1.[CH2:15]([S:19][C:20]1[N:25]=[C:24](Cl)[CH:23]=[CH:22][N:21]=1)[CH2:16][CH2:17][CH3:18].O>CN(C=O)C>[CH2:15]([S:19][C:20]1[N:21]=[C:22]([N:3]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([C:12]([NH2:14])=[O:13])=[CH:4]2)[CH:23]=[CH:24][N:25]=1)[CH2:16][CH2:17][CH3:18]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 21925421H-indole-3-carboxamideHCID 597434972-Butylsulfanyl-4-chloro-pyrimidine

生成物 1

HCID 693084491-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide収率 98.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

NaH (480 mg, 12 mmol, 60% suspension) was added to a solution of 1H-indole-3-carboxylic acid amide (1.6 g, 10 mmol) in DMF (5 mL) at 0° C. and stirred for 20 min. A solution of 2-butylsulfanyl-4-chloro-pyrimidine (2.23 g) in DMF (5 mL) was added at 0° C., and the mixture allowed to warm to RT overnight. Water was added to the mixture, and the resulting white solid filtered off, washed with water (20 mL) and DCM (20 mL) and air-dried overnight to provide 1-(2-butylsulfanyl-pyrimidin-4-yl)-1H-indole-3-carboxylic acid amide (3.224 g, 98.77% yield) as a crude product.

後処理

  1. filtrationthe resulting white solid filtered off
  2. washwashed with water (20 mL) and DCM (20 mL)
  3. customair-dried overnight

出典と根拠

ORDレコード
ord-c39dde2ab05640d4a63ddff920e05a50
出典データセット
uspto-grants-2013_03
特許番号
US08399462B2

反応ノート

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