Sodium hydride → [6-Chloro-5-(2-chloro-benzoyl)-pyrazin-2-yl]-(2-fluoro-phenyl)-acetic acid methyl ester

HRID 271095노트

반응식

HRID 271095 반응식
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([C:12]1[C:17]([Cl:18])=[N:16][C:15](Cl)=[CH:14][N:13]=1)=[O:11].[CH3:20][O:21][C:22](=[O:31])[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[F:30]>CN(C=O)C>[CH3:20][O:21][C:22](=[O:31])[CH:23]([C:15]1[CH:14]=[N:13][C:12]([C:10](=[O:11])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[Cl:3])=[C:17]([Cl:18])[N:16]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[F:30]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 2733230Methyl 2-fluorophenylacetateHCID 59812791(2-Chlorophenyl)-(3,5-dichloropyrazin-2-yl)methanone

생성물 1

HCID 59834346[6-Chloro-5-(2-chloro-benzoyl)-pyrazin-2-yl]-(2-fluoro-phenyl)-acetic acid methyl ester수율 94.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of sodium hydride (0.175 g, 7 mmol) and (2-Chloro-phenyl)-(3,5-dichloro-pyrazin-2-yl)-methanone (0.86 g, 2.99 mmol) in 5 mL DMF was added (2-Fluoro-phenyl)-acetic acid methyl ester (0.503 g, 2.99 mmol). The reaction mixture was stirred for one hour at room temperature, and then was quenched by addition of water and aqueous HCl. The aqueous mixture was extracted with methylene chloride, and the combined organic phases were dried over MgSO4, filtered, and evaporated under reduced pressure to give 1.19 g of crude [6-Chloro-5-(2-chloro-benzoyl)-pyrazin-2-yl]-(2-fluoro-phenyl)-acetic acid methyl ester. Mass Spec. M+H=419.

후처리

  1. customwas quenched by addition of water and aqueous HCl
  2. extractionThe aqueous mixture was extracted with methylene chloride
  3. dry with materialthe combined organic phases were dried over MgSO4
  4. filtrationfiltered
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-bd32ecfe6e9646e1b91437fe60252386
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07452880B2

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