4-Phenylbenzoyl chloride → N-(5-Chloropyridin-2-yl)-2-(4-phenylbenzoylamino)benzamide

HRID 1882939

반응식

HRID 1882939 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH2:16])=[N:6][CH:7]=1.[C:18]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:23]=[CH:22][C:21]([C:24](Cl)=[O:25])=[CH:20][CH:19]=1>ClCCl.N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[NH:16][C:24](=[O:25])[C:21]2[CH:22]=[CH:23][C:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:19][CH:20]=2)=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 841514-Phenylbenzoyl chlorideHCID 219063812-amino-N-(5-chloropyridin-2-yl)benzamide

생성물 1

HCID 21906587N-(5-Chloropyridin-2-yl)-2-(4-phenylbenzoylamino)benzamide수율 94%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of N-(5-chloropyridin-2-yl)-2-amino-benzamide (0.247 g, 1 mmol) in dichloromethane (10 mL) and pyridine (0.5 mL) was added a solution of 4-biphenylcarbonyl chloride (0.217 g, 1 mmol) in dichloromethane (5 mL). After stirring overnight the solvent was removed in vacuo. The residue was partitioned between ethyl acetate (50 mL) and water (25 mL). Separate the layers and wash the organic layer with water (2×10 mL), saturated sodium bicarbonate (2×20 mL), hydrochloric acid (0.2 N, 1×20 mL). Dried over MgSO4, filtered and concentrated in vacuo. The residue was then purified by RPHPLC (30% ethyl acetate/hexane) to give 0.4 g (94%) of pure product.

후처리

  1. customwas removed in vacuo
  2. customThe residue was partitioned between ethyl acetate (50 mL) and water (25 mL)
  3. customSeparate the layers
  4. washwash the organic layer with water (2×10 mL), saturated sodium bicarbonate (2×20 mL), hydrochloric acid (0.2 N, 1×20 mL)
  5. dry with materialDried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was then purified by RPHPLC (30% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-821488d3323042348e4801a8947861d3
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06759414B2

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