1-Chloro-4-(chloromethyl)benzene → HCID 118863785, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(1,7-dimethyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (See Compound 36, Step 2, 140 mg, 0.319 mmol) in DMF (2 mL) was added 1-chloro-4-(chloromethyl)benzene (102.6 mg, 0.637 mmol) followed by K2CO3 (132.1 mg, 0.956 mmol). The reaction was heated at 85° C. for 2 h, cooled to RT then diluted with EA (10 mL) and brine (5 mL). The organic layer was washed with aqueous 1N LiCl (3×20 mL), dried over Na2SO4 and concentrated to give 3-(5-(4-chlorobenzyl)-1,7-dimethyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propyl acetate (120 mg, 66.7% yield) LCMS: MH+ 564 and TR=2.151 min. Used without further purification.

Provenance & Evidence