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HCID 89962871, 화합물 → 5-[(1R*,2S*)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole

HRID 337971
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HRID 337971 반응식
[CH2:1]([O:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[C:14]1[N:18](C2CCCCO2)[N:17]=[CH:16][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>ClCCl.FC(F)(F)C(O)=O>[CH2:1]([O:8][C@H:9]1[CH2:13][CH2:12][CH2:11][C@@H:10]1[C:14]1[NH:18][N:17]=[CH:16][CH:15]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 89962871HCID 89962871, 화합물

생성물 1

HCID 899629205-[(1R*,2S*)-2-(Benzyloxy)cyclopentyl]-1H-pyrazole수율 98.5%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

To a solution of the 5-[(1R*,2S*)-2-(benzyloxy)cyclopentyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (1.15 g, 3.52 mmol) prepared in Example 148a in dichloromethane (10 mL), trifluoroacetic acid (5.0 mL) was added at room temperature, and the reaction solution was stirred for 12 hours. The reaction solution was concentrated, and a saturated aqueous solution of sodium hydrogencarbonate (50 mL) was added to the residue, followed by extraction with ethyl acetate (50 mL). The thus obtained organic layer was washed with saturated saline (50 mL) and dried over anhydrous sodium sulfate. After vacuum concentration, the residue was purified with silica gel chromatography (hexane/ethyl acetate=1:1) to yield the title compound (840 mg, 98%) as a pale yellow oil.

후처리

  1. concentrationThe reaction solution was concentrated
  2. additiona saturated aqueous solution of sodium hydrogencarbonate (50 mL) was added to the residue
  3. extractionfollowed by extraction with ethyl acetate (50 mL)
  4. washThe thus obtained organic layer was washed with saturated saline (50 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationAfter vacuum concentration
  7. customthe residue was purified with silica gel chromatography (hexane/ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-9fdc968379b64065babbd064df17661b
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889741B2

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