2-Aminothiazole → HCID 178439954, compound

Participants

Reaction Steps

A mixture of 6.3 g of the product of Step E, 2.1 g of 2-aminothiazole, 4.74 g of dicyclohexylcarbodiimide and 130 ml of dimethylformamide was stirred for 72 hours and was then filtered. The filtrate was evaporated to dryness and the residue was taken up in 50 ml of a 5% sodium bicarbonate solution. The mixture was filtered and washed with water until the wash water were neutral to obtain 8 g of raw product. The latter was chromatographed and was eluted with a 9-1 methylene chloride-ethyl acetate to recover the fraction with an Rf = 0.25. The product was dried to obtain 6 g of product which was crystallized from acetone to obtain 4.2 g of N-(3-thiazolyl)-4-hydroxy-2-isopropyl-8-trifluoromethyl-quinoline-3-carboxamide in the form of colorless crystals melting at 213° C.

Provenance & Evidence