2-(5-chloro-2-fluorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol synthesis

Yield:773139-99-4 60%

Reaction Conditions:

in ethanol at 80;

Steps:

F

To a solution of methyl-2-oxocyclopentane carboxylate (4.10 g, 28.9 mmol, 1 eq), in dry ethanol (20 ml) was added a solution of 2-fluoro-5-chlorobenzamidine (5.0 g, EPO 28.9 mmol, 1 eq) in ethanol (20 ml) and the reaction mixture was heated to 80°C overnight. The reaction mixture was cooled to room temperature (r.t.) and the white precipitate was filtered and washed with cold ethyl acetate (2 x 20 ml). The crude residue was partitioned between chloroform and water. The aqueous layer was acidified to pH 4 and the product was extracted with chloroform (3 x 50 ml). The organic layers were combined, washed with brine, dried over MgSO₄, filtered and concentrated in vacuo to give a crude white solid (VI) (4.5 g, 60%) which was not further purified

References:

WO2006/35061,2006,A1 Location in patent:Page/Page column 37; 38