HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2,2-Difluoropropoxyl)pyrimidine-5-carbonitrile → C-[4-(2,2-Difluoro-propoxy)-pyrimidin-5-yl]-methylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2,2-Difluoropropoxyl)pyrimidine-5-carbonitrile | HCID 118162071 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | C-[4-(2,2-Difluoro-propoxy)-pyrimidin-5-yl]-methylamine | HCID 118162151 | 37.5% |
Reaction Steps
To a solution of 4-(2,2-difluoropropoxyl)pyrimidine-5-carbonitrile (1.7 g, 8.54 mmol) in THF (30 mL) was added Raney nickel (500 mg, crude). The resulting mixture was stirred at room temperature overnight under hydrogen atmosphere. The reaction was filtered and the filtrated was concentrated in vacuo and purified by silica gel column chromatography (5% MeOH in DCM) to afford the desired product (650 mg, 3.20 mmol, 37% yield) as a yellow solid. MS (ESI) m/z 204.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156798B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-7711ffc75d4348c9bfb5709a96c2b002 |
| Source note | uspto-grants-2015_10 |