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Trifluoroacetic acid → 3-{[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methyl}-7-[(methylsulfanyl)methyl]-1H-indole

HRID 561656
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HRID 561656 반응식
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=1[CH:19]([CH:21]1[CH2:23][CH2:22]1)O.[CH3:24][S:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[C:31]2[C:35]=1[NH:34][CH:33]=[CH:32]2>ClCCl>[Cl:8][C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=1[CH:19]([CH:21]1[CH2:23][CH2:22]1)[C:32]1[C:31]2[C:35](=[C:27]([CH2:26][S:25][CH3:24])[CH:28]=[CH:29][CH:30]=2)[NH:34][CH:33]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 583921877-[(Methylsulfanyl)methyl]-1H-indoleHCID 58392518[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methanol

생성물 1

HCID 583924063-{[2-Chloro-4-(trifluoromethyl)phenyl](cyclopropyl)methyl}-7-[(methylsulfanyl)methyl]-1H-indole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.6 ml (33.8 mmol) of trifluoroacetic acid were added to 7.07 g (28.2 mmol) of the compound from Example 150A and 5.00 g (28.2 mmol) of the compound from Example 8A in 620 ml of dichloromethane, and the mixture was stirred at RT for 2 h. It was concentrated and the residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 98/2) and preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 960 mg (7% of theory) of the title compound.

후처리

  1. concentrationIt was concentrated
  2. customthe residue was purified by flash chromatography on silica gel (mobile phase: toluene/ethyl acetate 98/2) and preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid)

출처 및 근거

ORD 기록
ord-14453a4a734d4d06a7b9ff24b22a5fa9
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063234B2

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