N,N-Dimethylaniline → HCID 86761428, compound

Participants

Reaction Steps

To a suspension of 1.38 g (4.00 mMol) of 4-[5-bromo-6-methoxy-(pyridin-3-yl)-methyl]phthalazin-1(2H)-one and 1.33 g (8.0 mMol) of Et4NCl in 75 ml of acetonitrile under N2-atmosphere, 1.01 ml (8.0 mMol) of N,N-dimethyl-aniline and 8.79 ml (96 mMol) of POCl3 are added. After heating the mixture for 1 h to 90° C., the resulting solution is cooled to RT, pored into 400 ml of icewater and 500 ml sat. NaHCO3 solution and extracted with 3 portions of EtOAc. The organic phases are washed twice with water and brine, dried (Na2SO4) and concentrated to the title compound containing some 1-chloro-4-[5-bromo-6-hydroxy-(pyridin-3-yl)-methyl]phthalazine: FAB-MS: (M+H)+=364/366; HPLC(Grad20-100) tRet=14.5.

Provenance & Evidence