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

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.

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)

ORD record

ord-9fdc968379b64065babbd064df17661b

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08889741B2