Acetyl chloride → N-(3-acetamido-4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)phenyl)-4-chlorobenzamide

HRID 1529489

반응식

HRID 1529489 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([NH:18][C:19](=[O:27])[C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[CH:5]=[CH:6][C:7]=1[C:8]1[N:12]([CH3:13])[N:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1.CCN(C(C)C)C(C)C.[C:37](Cl)(=[O:39])[CH3:38].C(Cl)Cl.C([O-])(O)=O.[Na+]>C(Cl)Cl.O>[C:37]([NH:1][C:2]1[CH:3]=[C:4]([NH:18][C:19](=[O:27])[C:20]2[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=2)[CH:5]=[CH:6][C:7]=1[C:8]1[N:12]([CH3:13])[N:11]=[C:10]([C:14]([F:17])([F:15])[F:16])[CH:9]=1)(=[O:39])[CH3:38]

참가 물질

7

반응물 4

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 23716255Sodium bicarbonate methylene chlorideHCID 67464229HCID 67464229, 화합물

생성물 1

HCID 67468600N-(3-acetamido-4-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)phenyl)-4-chlorobenzamide

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 17 (20 mg) in 2 ml DCM was added 3 eq DIEA and acetyl chloride (20 μl). The reaction mixture was stirred at r.t. for 5 h before worked up with DCM/NaHCO3, water. The org. phase was concentrated and subjected to prep HPLC purification to furnish compound 18.

후처리

  1. concentrationphase was concentrated
  2. customHPLC purification

출처 및 근거

ORD 기록
ord-582e59a0230e42bbaa89c13050aa32ed
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09090612B2

연결된 노트

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