tert-Butyl (3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-ylcarbamate → HCID 178453870, 화합물

HRID 133132

반응식

HRID 133132 반응식
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:9]1[CH2:15][NH:14][C:13](=S)[C@H:12]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH2:11][CH2:10]1.[NH2:25][CH2:26][CH:27]([C:29]1([C:32]([F:35])([F:34])[F:33])[CH2:31][CH2:30]1)[OH:28]>C(O)C.[Hg](Cl)Cl>[C:20]([O:19][C:18](=[O:24])[NH:17][C@@H:12]1[CH2:11][CH2:10][C@@H:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[F:1])[CH2:15][NH:14]/[C:13]/1=[N:25]\[CH2:26][CH:27]([OH:28])[C:29]1([C:32]([F:34])([F:35])[F:33])[CH2:31][CH2:30]1)([CH3:23])([CH3:22])[CH3:21]

참가 물질

5

반응물 2

HCID 59734935tert-Butyl (3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-ylcarbamate2회HCID 675258482-Amino-1-[1-(trifluoromethyl)cyclopropyl]ethanol

생성물 1

HCID 178453870HCID 178453870, 화합물

시약·촉매·용매 2

HCID 24085Mercuric Chloride촉매HCID 702Ethanol용매

실험 절차

Mercury(II) chloride (149 mg, 0.547 mmol) was added to a solution of tert-butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-yl]carbamate (150 mg, 0.421 mmol, described in Intermediate 7), and 2-amino-1-[1-(trifluoromethyl)cyclopropyl]ethanol (569 mg, 3.367 mmol) in ethanol (5 mL) at 60° C. After 10 min, the reaction was allowed to cool to ambient temperature. The mixture was filtered and concentrated under reduced pressure. Saturated aqueous NaHCO3 was added and the mixture was extracted with CH2Cl2 (3×). The combined organic extracts were dried over MgSO4, filtered, and concentrated under reduced pressure to give the title compound. MS: m/z=492 (M+1).

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated under reduced pressure
  3. additionSaturated aqueous NaHCO3 was added
  4. extractionthe mixture was extracted with CH2Cl2 (3×)
  5. dry with materialThe combined organic extracts were dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8dc4ad1fc177404cbce6c6d137d40a9b
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390798B2

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