Sodium Carbonate → HCID 50991008, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-chloro-7-methyl-4-morpholin-4-yl-pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine, 18 (27 mg, 0.09 mmol, leg), indole-4-boronic acid (43 mg, 0.27 mmol, 3 eq) and PdCl2(PPh3)2 (12.4 mg, 0.02 mmol, 20 mol%) in a mixture of dioxane (2 mL) and H2O (1.0 mL) was added Na2CO3 (19 mg, 0.18 mmol, 2 eq) under Ar(g). The reaction mixture was then heated in a pressure tube for 18 h at 90° C. Once cooled down, the mixture was partitioned with H2O (10 mL) and extracted with CH2Cl2 (2×10 mL) and EtOAc (2×10 mL). The combined organic extracts were dried over MgSO4 and the solvent was removed in vacuo. The residue was further purified by SCX-3 cartridge eluting with CH2Cl2/MeOH (1:0-0:1 then +1M NH3) followed by silica gel column chromatography with hexane/EtOAc (3:1-0:1) to yield N as a pale brown solid (5.4 mg, 16%).

Provenance & Evidence