Hydrochloric Acid → 3-(4-chloro-2-fluoro-5-isopropoxyphenyl)-1,5,6,7-tetrahydro-2H-cyclopenta[d]pyrimidine-2,4(3H)-dione

Participants

Reaction Steps

A suspension of 6.0 g of ethyl 2-[3-(4-chloro-2-fluoro-5-isopropoxyphenyl)ureido]-1-cyclopentenecarboxylate in 100 ml of absolute methanol is treated while stirring at room temperature with 7.8 ml of 2N sodium methylate solution and the reaction mixture is stirred for 2 hours. The solution is treated with 7.8 ml of 2N hydrochloric acid and evaporated to dryness. The residue is dissolved in 200 ml of ethyl acetate and the solution is washed with water, dried over anhydrous sodium sulphate and evaporated to dryness under reduced pressure. The residue is recrystallized from methylene chloride/diethyl ether. There is obtained 3-(4-chloro-2-fluoro-5-isopropoxyphenyl)-1,5,6,7-tetrahydro-2H-cyclopenta[d]pyrimidine-2,4(3H)-dione, m.p. 215°-217° C.

Provenance & Evidence