5-Chloro-1-methyl-1H-pyrazole-4-carbonyl chloride → 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide

HRID 640991ノート

反応式

HRID 640991 の反応式
[Cl:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[C:8](Cl)=[O:9].[NH2:11][C:12]1[CH:13]=[C:14]([CH:27]=[CH:28][CH:29]=1)[C:15]([C:17]1[CH:25]=[C:24]2[C:20]([CH2:21][C:22](=[O:26])[NH:23]2)=[CH:19][CH:18]=1)=[O:16]>C1COCC1>[O:26]=[C:22]1[CH2:21][C:20]2[C:24](=[CH:25][C:17]([C:15]([C:14]3[CH:13]=[C:12]([NH:11][C:8]([C:3]4[CH:4]=[N:5][N:6]([CH3:7])[C:2]=4[Cl:1])=[O:9])[CH:29]=[CH:28][CH:27]=3)=[O:16])=[CH:18][CH:19]=2)[NH:23]1

参加物

4

反応物 2

HCID 27357735-Chloro-1-methyl-1H-pyrazole-4-carbonyl chlorideHCID 592564786-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one

生成物 1

HCID 866104235-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide収率 71.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

実験手順

A dry flask was charged with 5-Chloro-1-methyl-1H-pyrazole-4-carbonyl chloride (0.200 g, 1.1 mmol) was dissolved in THF (10 mL). 6-(3-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 40, 0.178 g, 0.706 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux for overnight. The reaction mixture was then allowed to cool to room temperature. The room temperature reaction mixture was filtered. The solid residue was washed with 0° C. THF (10 mL) to afford the 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide as a solid (0.199 g, 0.504 mmol, 71%).

後処理

  1. temperatureto reflux for overnight
  2. customThe room temperature reaction mixture
  3. filtrationwas filtered
  4. washThe solid residue was washed with 0° C

出典と根拠

ORDレコード
ord-04e1f8483e7a4517934105552c19861e
出典データセット
uspto-grants-2010_04
特許番号
US07692005B2

反応ノート

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