Diethyl Ether → HCID 178469801, compound

Participants

Reaction Steps

16ad) A suspension of 0.415 g of ethyl 1-(trans-4-tert-butoxycarbonylamino-cyclohexyl)-7-[5-(2,4-diamino-pyrimidin-5-ylmethyl)-2,3-dimethoxy-phenylethynyl]-4-oxo-1,4-dihydro-quinoline-3-carboxylate (Example 12t)) in 4 ml of methylene chloride and 0.4 ml of anisole is treated at 0° C. under argon with 1.9 ml of trifluoroacetic acid. The reaction mixture is warmed to room temperature and is stirred at room temperature for 4 hrs. After cooling with ice the reaction mixture is treated with 10 ml of diethyl ether. The separated crystals are filtered off under suction, washed with diethyl ether and dried. The crude product is dissolved in 50 ml of water, the resulting suspension is filtered and the filtrate is lyophilized. 0.39 g (92%) of ethyl 1-(trans-4-amino-cyclohexyl)-7-[5-(2,4-diamino-pyrimidin-5-ylmethyl)-2,3-dimethoxy-phenylethynyl]-4-oxo-1,4-dihydro-quinoline-3-carboxylate is obtained as a beige amorphous solid. Mass spectrum (FAB): peaks inter alia at 597 (M++H, 100%), 500 (90%), 454 (92%).

Provenance & Evidence