Dimethylformamide → (S)-N-(4-Chloro-3-(3-(4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)-2-nitrophenyl)thioureido)benzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

HRID 1258751노트

반응식

HRID 1258751 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[Cl:19])[CH2:5][NH:6][C:7]([C:9]1([C:12]([F:15])([F:14])[F:13])[CH2:11][CH2:10]1)=[O:8].[Cl:20][C:21]1[C:22]([N:33]2[CH2:37][CH2:36][CH2:35][C@H:34]2[CH2:38][O:39][CH3:40])=[CH:23][C:24]([N:30]=[C:31]=[S:32])=[C:25]([N+:27]([O-:29])=[O:28])[CH:26]=1.CN(C=O)C>[Cl-].[Na+].O>[Cl:19][C:18]1[CH:17]=[CH:16][C:4]([CH2:5][NH:6][C:7]([C:9]2([C:12]([F:13])([F:14])[F:15])[CH2:10][CH2:11]2)=[O:8])=[CH:3][C:2]=1[NH:1][C:31]([NH:30][C:24]1[CH:23]=[C:22]([N:33]2[CH2:37][CH2:36][CH2:35][C@H:34]2[CH2:38][O:39][CH3:40])[C:21]([Cl:20])=[CH:26][C:25]=1[N+:27]([O-:29])=[O:28])=[S:32]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 59529866N-(3-amino-4-chlorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamideHCID 86674357(S)-5-chloro-2-isothiocyanato-4-(2-(methoxymethyl)pyrrolidin-1-yl)-nitrobenzene

생성물 1

HCID 86674356(S)-N-(4-Chloro-3-(3-(4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)-2-nitrophenyl)thioureido)benzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

A mixture of N-(3-amino-4-chlorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide (150 mg; 0.51 mmol), (S)-5-chloro-2-isothiocyanato-4-(2-(methoxymethyl)pyrrolidin-1-yl)-nitrobenzene (169 mg; 0.51 mmol) and DMF (3 mL) was stirred at rt overnight. The mixture was poured into brine and extracted with CH2Cl2. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was washed with Et2O to give the sub-title compound.

후처리

  1. extractionextracted with CH2Cl2
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe residue was washed with Et2O

출처 및 근거

ORD 기록
ord-4d0a0d7153f04893827f65fa5ae39a26
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08466186B2

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