Trifluoroacetic acid → (E)-N-(2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-en-1-yl)-1H-indol-1-yl)-2-oxoethyl)-3,3,3-trifluoropropanamide

HRID 587701노트

반응식

HRID 587701 반응식
NCC(N1C2C(=CC(/C=C/[CH:16](C3C=C(Cl)C(F)=C(Cl)C=3)[C:17]([F:20])([F:19])[F:18])=CC=2)C=C1)=O.[Cl:30][C:31]1[CH:32]=[C:33]([CH:39]([C:62]([F:65])([F:64])[F:63])/[CH:40]=[CH:41]/[C:42]2[CH:43]=[C:44]3[C:48](=[CH:49][CH:50]=2)[N:47]([C:51](=[O:61])[CH2:52][NH:53][C:54](=[O:60])OC(C)(C)C)[CH:46]=[CH:45]3)[CH:34]=[C:35]([Cl:38])[C:36]=1[F:37].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:30][C:31]1[CH:32]=[C:33]([CH:39]([C:62]([F:65])([F:63])[F:64])/[CH:40]=[CH:41]/[C:42]2[CH:43]=[C:44]3[C:48](=[CH:49][CH:50]=2)[N:47]([C:51](=[O:61])[CH2:52][NH:53][C:54](=[O:60])[CH2:16][C:17]([F:20])([F:19])[F:18])[CH:46]=[CH:45]3)[CH:34]=[C:35]([Cl:38])[C:36]=1[F:37]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 86675170(E)-2-amino-1-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)ethanoneHCID 86675171(E)-tert-butyl 2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)-2-oxoethylcarbamate

생성물 1

HCID 86675172(E)-N-(2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-en-1-yl)-1H-indol-1-yl)-2-oxoethyl)-3,3,3-trifluoropropanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

(E)-2-Amino-1-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)ethanone (BI23): To a stirred solution of (E)-tert-butyl 2-(5-(3-(3,5-dichloro-4-fluorophenyl)-4,4,4-trifluorobut-1-enyl)-1H-indol-1-yl)-2-oxoethylcarbamate (0.05 g, 0.09 mmol) in CH2Cl2 (5.0 mL) was added TFA (0.01 mL) and the reaction was stirred at ambient temperature for 16 h. The reaction mixture was diluted with CH2Cl2 and washed with saturated NaHCO3 solution, water and brine solution. The separated CH2Cl2 layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude title compound which was used in the next step without further purification (50 mg).

후처리

  1. washwashed with saturated NaHCO3 solution, water and brine solution
  2. dry with materialThe separated CH2Cl2 layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a32c7d0a59af418b94dedba516998594
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09226501B2

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