HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[2-(Trifluoromethyl)pyrimidin-5-yl]methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 5-Azidomethyl-2-(trifluoromethyl)pyrimidine | HCID 85869855 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[2-(Trifluoromethyl)pyrimidin-5-yl]methanamine | HCID 45073391 | 55.4% |
Reaction Steps
To a solution of 5-(azidomethyl)-2-(trifluoromethyl)pyrimidine (Description 120; 660 mg, 3.26 mmol) in anhydrous THF (10 ml) was added triphenylphosphine (1.71 g, 6.52 mmol) and water (0.059 ml, 3.26 mmol) and the resulting mixture stirred at room temperature overnight. The mixture was evaporated and the residue purified by column chromatography on silica elution with 5% MeOH in DCM+0.5% NH4OH to give the title compound (320 mg, 55%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07285563B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-64469a26665d4d448894d148df3eac04 |
| Source note | uspto-grants-2007_10 |