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

HRID 133132

反応式

HRID 133132 の反応式
[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]

参加物

5

反応物 2

HCID 59734935tert-Butyl (3R,6S)-6-(2,3-difluorophenyl)-2-thioxoazepan-3-ylcarbamate2 回HCID 675258482-Amino-1-[1-(trifluoromethyl)cyclopropyl]ethanol

生成物 1

HCID 178453870HCID 178453870、化合物

試薬・触媒・溶媒 2

HCID 24085Mercuric Chloride触媒HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8dc4ad1fc177404cbce6c6d137d40a9b
出典データセット
uspto-grants-2008_06
特許番号
US07390798B2

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