N,N-Dimethylaniline → HCID 59026627, compound

Participants

Reaction Steps

A solution of 2-(2-methoxyphenyl)-5-methylthieno[2,3-d]pyrimidin-4(3H)-one (0.4 g, 1.5 mmol), POCl3 (0.14 mL, 1.5 mmol), and N,N-dimethylaniline (0.29 mL, 2.25 mmol) in benzene (1.7 mL) was heated at 80° C. for 2 h. The reaction was cooled, and saturated aqueous NaHCO3 was slowly added. The organic layer was separated, washed with water, dried over Na2SO4, and concentrated under vacuum to give 4-chloro-2-(2-methoxyphenyl)-5-methylthieno[2,3-d]pyrimidine (0.4 g, 91% yield). LC/MS: m/z 291.1 (M+H)+ at 3.31 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Provenance & Evidence