Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 23138656 | HCID 23138656 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23138996 | HCID 23138996 | 84% |
Reaction Steps
To a solution of (E)-3-({1-[2-(t-butoxycarbonylamino)ethyl]-1H-pyrazol-3-yl}methylidene)-1-(triphenylmethyl)piperidin-4-one (6.41 g) in a mixed solvent of dichloromethane (40 ml) and methanol (40 ml) was added sodium borohydride (436 mg) at 0° C. After the resulting mixture was stirred at 0° C. for 30 minutes, water was added to the mixture to stop the reaction and the product was extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride successively, and dried over anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was purified by chromatography on silica gel using a mixture of ethyl acetate and hexane (3:7 to 7:3) as eluents to afford the title compound as a colourless solid (5.35 g, yield: 84%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829580B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-6c89b6542e59409c8d574f323031ecea |
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| Source note | uspto-grants-2010_11 |
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