Ethyl cyanoacetate → HCID 86584820, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.00 g (2.05 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-6-chloro-N-methyl-4-o-tolyl-nicotinamide, 0.44 ml (4.1 mmol) ethyl cyanoacetate and 0.46 g (4.1 mmol) potassium tert-butoxide in 2 ml dimethyl sulfoxide was stirred at 100° C. over night. After cooling to room temperature 10 ml of a half-concentrated aqueous solution of ammonium chloride was added. The mixture was extracted with 3 portions of ethyl acetate. The combined organic extracts were washed with two portions of water, dried with sodium sulfate and concentrated to give 1.2 g of crude product. Flash chromatography afforded 0.681 g (58.8%) of the title compound as a yellow foam.

Provenance & Evidence