Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59178818 | HCID 59178818 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59178855 | HCID 59178855 | — |
Reaction Steps
The tert-butyl 1′-(6-chloropyrimidin-4-yl)-4,4′-bipiperidine-1-carboxylate (100 mg, 0.26 mmol), phenylmethanol (0.031 mL, 0.29 mmol) were added to DMF (2.6 mL), and then sodium hydride (7 mg, 0.29 mmol) was added to the mixture. The reaction was heated to 30° C. for 30 min The reaction crude was cooled down to r.t. and quenched with ice ammonia chloride solution (10 mL) and extracted with ethyl acetate (10 mL). The organic phase was washed with brine (10 mL, ×1), dried over magnesium sulfate, filtered and concentrated by rotavapor. The crude mixture was purified by preparative TLC with 30% ethylacetate:hexane to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08399485B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-720633936e2d4bdf90e70202ce4a9b2b |
|---|
| Source note | uspto-grants-2013_03 |
|---|