HCID 178500691, 화합물 → HCID 178500650, 화합물

HRID 1713794노트

반응식

HRID 1713794 반응식
FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([C@H:13]2[CH2:18][CH2:17][C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)(=O)=O>CO.[Pd]>[C:10]1([C@H:13]2[CH2:14][CH2:15][C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][CH2:18]2)[CH:11]=[CH:12][CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 1

HCID 178500691HCID 178500691, 화합물

생성물 1

HCID 178500650HCID 178500650, 화합물수율 95.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

10% Pd/C (4520 mg) was added to a solution of methyl [trans-4-(4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)cyclohexyl]acetate (prepared as described in Patent Application WO2004/047755) (8100 mg) in MeOH (150 mL). The resulting suspension was stirred for 16 h under an atmosphere of Hydrogen. The suspension was filtered through diatomaceous earth and concentrated in vacuo to give a slurry. This was extracted into EtOAc (300 mL). The organic extract was washed with saturated aqueous sodium hydrogen carbonate solution (75 mL) and then brine (75 mL). The organic layer was dried and concentrated in vacuo to give the title compound (4720 mg) as an oil; 1H NMR δ 7.28-7.11 (5H, m), 3.58 (3H, s), 2.43 (1H+DMSO, m), 2.22 (2H, d), 1.83-1.67 (5H, m), 1.44 (2H, m), 1.13 (2H, m); MS m/e MH+ 233.

후처리

  1. filtrationThe suspension was filtered through diatomaceous earth
  2. concentrationconcentrated in vacuo
  3. customto give a slurry
  4. extractionThis was extracted into EtOAc (300 mL)
  5. extractionThe organic extract
  6. washwas washed with saturated aqueous sodium hydrogen carbonate solution (75 mL)
  7. customThe organic layer was dried
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8396a0a9e497469b9817541a20f5e1be
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795283B2

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