Cesium carbonate → HCID 58349171, compound

Participants

Reaction Conditions

Reaction Steps

3,5-Dibromopyridine (0.30 g, 1.3 mmol, 1.0 eq), 5-aminopyrimidine (120 mg, 1.26 mmol, 1.00 eq), Cs2CO3 (578 mg, 1.77 mmol, 1.40 eq), Pd2(dba)3 (58 mg, 0.10 mmol, 0.080 eq), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (88 mg, 0.15 mmol, 0.12 eq) and toluene (4.2 mL) were added to a microwave vial. The vial was purged with argon, capped and heated at 100° C. for 18 h. After cooling the reaction was filtered over a plug of celite and the plug was washed with 5% MeOH/CH2Cl2. The solvents were removed in vacuo and the crude mixture was purified by flash chromatography on silica gel afforded 175 mg (55%) of the title compound as an off-white solid: 1H NMR (400 MHz, CDCl3) δ 8.95 (bs, 1H), 8.76 (s, 1H), 8.64 (s, 2H), 8.37 (d, J=2.4 Hz, 1H), 8.20 (d, J=2.0 Hz, 1H), 7.73 (t, J=2.2 Hz, 1H); [M+1]+: 251.1.

Provenance & Evidence