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

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Reaction Steps

150 mg (0.480 mmol) of the compound from example 20A, 65 mg (0.480 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 8.1 mg (0.072 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 initially by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5) and then by MPLC (Biotage 12M cartridge, eluent: isohexane/ethyl acetate 80:20). 25 mg (12% of theory) of the title compound are obtained.

Provenance & Evidence