Preparation of benzylpiperazinylpyrimidones as inhibitors of stearoyl-CoA desaturase (SCD1).

Abstract

Title compds. (I; R1, R5 = H, alkyl, halo, CF3, OH, aryl, alkoxy, NO2; R1R2 = atoms to form a 9-membered ring; R2, R4 = H, alkyl, alkenyl, alkoxy, halo, cyano, CF3, OCF3, NO2; R3 = H, alkyl, alkoxy, halo; ≥1 of R1-R5 = H), were prepd. Thus, 6-piperazin-1-yl-3H-pyrimidin-4-one (prepn. given) and m-tolualdehyde in dichloroethane were shaken 1 h with mol. sieves; NaBH(OAc)3 was added and the mixt. was shaken 48 h to give 6-[4-(3-methylbenzyl)piperazin-1-yl]-3H-pyrimidin-4-one. The latter inhibited SCD1 with IC50 ≤1 μM. [on SciFinder(R)]