Sodium Carbonate → HCID 71547381, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-2-chloro-4-(3-methylmorpholino)-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine 6,6 dioxide (160 mg, 0.5 mmol) in DME/H2O (4:1, 10 mL) were added 1-cyclopropyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea (167 mg, 0.55 mmol) and Na2CO3 (159 mg, 1.5 mmol) followed by PdCl2(dppf) (20 mg, 0.025 mmol). The resulting mixture was heated to 70° C. and stirred overnight 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 over Na2SO4 filtered and the solvent removed to give a crude product which was purified by preparative TLC (DCM/MeOH=20/1) to give the desired product as a yellow solid (36 mg, 16%).

Provenance & Evidence