Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 86729422 | HCID 86729422 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86729423 | HCID 86729423 | — |
Reaction Steps
To a solution of 1-[1-(cyanomethyl)-4-oxocyclohexyl]-3-[(4-fluorophenyl)amino]-1H-pyrazole-4-carboxamide (90 mg, 0.25 mmol) in a mixture of THF (1.9 mL)/MeOH (0.6 mL) at 0° C. was added NaBH4 (10 mg, 0.25 mmol), and the mixture was stirred at 0° C. for 10 minutes, then warmed to ambient temperature and stirred for another 10 minutes. The mixture was diluted with EtOAc and H2O. The organic layer was separated, washed with saturated aqueous NH4Cl, brine, dried over anhydrous MgSO4, and concentrated in vacuo. The crude residue containing a mixture of the two diasteromeric alcohols was used for next step without purification. LRMS (ESI) calc'd for C18H20FN5O2 [M+H]+: 358. Found: 358.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09328099B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-0da46bd88b06488f95c3fec9249ee5cf |
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| Source note | uspto-grants-2016_05 |
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