HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → tert-Butyl 4-{[6-(hydroxymethyl)-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 4-{[6-formyl-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate | HCID 86666511 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 4-{[6-(hydroxymethyl)-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate | HCID 67954756 | — |
Reaction Steps
To a solution of tert-butyl 4-{[6-formyl-2-(trifluoromethyl)pyrimidin-4-yl]oxy}piperidine-1-carboxylate (202 mg, 0.538 mmol) in methanol (2.0 mL) was added sodium tetrahydroborate (20.4 mg, 0.538 mmol). The reaction solution was stirred at room temperature for 4 hours. The reaction was quenched with water and extracted with ethyl acetate (2×). The organic solutions were washed with brine, dried over Na2SC4, filtered and concentrated. The crude was purified with silica gel column to give the desired product. LCMS (M+H)+: 378.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08933085B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d6a683aa0dcf49fc8724b6617e38451c |
| Source note | uspto-grants-2015_01 |