Sodium Carbonate → HCID 71548606, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-chloro-7-methyl-4-[(3S)-3-methylmorpholin-4-yl]-5,7-dihydrothieno[3,4-d]pyrimidine 6,6-dioxide (32 mg, 0.10 mmol) in DME/H2O (4:1, 10 mL) was added 1-cyclopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (45 mg, 0.15 mmol) and Na2CO3 (32 mg, 0.30 mmol) followed by PdCl2(dppf) (10 mg, 0.013 mmol). The resulting mixture was stirred overnight at 80° C. under nitrogen. The solvent was removed under vacuum to give a residue which was partitioned between ethyl acetate and water. The organic layer was separated, dried (Na2SO4), filtered and evaporated to provide the crude product which was purified by preparative TLC (DCM/MeOH=10/1) to give the desired product as a white solid (10 mg, 22%).

Provenance & Evidence