Potassium tert-butoxide → 4-(4-Cyano-2-methoxyphenyl)-6-(methoxymethyl)-5-(4-methyl-1,3-thiazol-2-yl)-2-(trifluoromethyl)-1,4-dihydropyridine-3-carbonitrile

Participants

Reaction Steps

100 mg (0.305 mmol) of the compound from example 14A, 41 mg (0.335 mmol) of 3-amino-4,4,4-trifluorobut-2-enenitrile [preparation in analogy to U.S. Pat. No. 3,635,977 and K. Krespan, J. Org. Chem. 34, 42-45 (1969)] and 5.1 mg (0.05 mmol) of potassium tert-butoxide are dissolved in 4 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator, and the crude material is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 18 mg (13% of theory) of the title compound are obtained.

Provenance & Evidence