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Pyridine → N-(5-Chloropyridin-2-yl)-5-fluoro-2-(2-acetoxy-4-fluorobenzoylamino)-benzamide

HRID 644281
ノート
印刷プレビュー

反応式

HRID 644281 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:18])=[C:6]([CH:17]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][N:11]=1)=[O:8].N1C=CC=CC=1.[C:25]([O:28][C:29]1[CH:37]=[C:36]([F:38])[CH:35]=[CH:34][C:30]=1[C:31](Cl)=[O:32])(=[O:27])[CH3:26]>C(Cl)Cl>[Cl:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:17]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[NH:18][C:31](=[O:32])[C:30]2[CH:34]=[CH:35][C:36]([F:38])=[CH:37][C:29]=2[O:28][C:25](=[O:27])[CH3:26])=[N:11][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 210753132-Acetoxy-4-fluorobenzoyl chlorideHCID 219063152-amino-N-(5-chloropyridin-2-yl)-5-fluorobenzamide

生成物 1

HCID 21075344N-(5-Chloropyridin-2-yl)-5-fluoro-2-(2-acetoxy-4-fluorobenzoylamino)-benzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

5-Fluoro-2-amino-N-(5-chloropyridin-2-yl)benzamide (5.32 g, 20 mmol) was added to a solution of 2 mL dry pyridine and 2-acetoxy-4-fluorobenzoyl chloride (21 mmol) in 100 mL dry methylene chloride under dry nitrogen with magnetic stirring. The reaction was allowed to stir overnight at room temperature and then was diluted with 500 mL of methylene chloride. The methylene chloride solution was washed with cold 1 M HCl, cold saturated NaHCO3, and brine; and then was dried over sodium sulfate. The solvent was evaporated, and the crude product was crystallized from acetone to give 2:92 g of off-white product.

後処理

  1. washThe methylene chloride solution was washed with cold 1 M HCl, cold saturated NaHCO3, and brine
  2. dry with materialand then was dried over sodium sulfate
  3. customThe solvent was evaporated
  4. customthe crude product was crystallized from acetone
  5. customto give 2

出典と根拠

ORDレコード
ord-9c266c90261a465bbd9c8b077d4219b5
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07700628B2

反応ノート

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