2,2,2-Trifluoroethylamine hydrochloride → HCID 57794495, compound

Participants

Reaction Steps

5-Chloro-3-(chloromethyl)-N-pyrimidin-4-yl-1-[2-(2,2,2-trifluoroethoxy)ethyl]-1H-pyrazolo[4,3-d]pyrimidin-7-amine (610 mg, 1.5 mmol), trifluoroethylamine hydrochloride (390 mg, 2.9 mmol) and N,N-diisopropylethylamine (410 mg, 3.2 mmol) along with tetraethylammonium bromide (1 mg) and tetraethylammonium iodide were mixed in dimethyl sulfoxide (10 ml) in a reaction vial. The reaction mixture was stirred for two days at room temperature and a second quantity of trifluoroethylamine hydrochloride (390 mg, 2.9 mmol) and N,N-diisopropyl-ethylamine (410 mg, 3.2 mmol) were added and the reaction allowed to proceed for another two days. The reaction mixture was partitioned between ethyl acetate (70 mLs) and water (2×25 mLs) and the organic layer dried (Na2SO4) and concentrated to an oil that solidified on standing. This intermediate was used without further purification. MS ES+ [MH]+m/z (relative intensity): 485.1 (100), 486.1 (10), 487.1 (20).

Provenance & Evidence