Cesium carbonate → HCID 58337464, compound

Participants

Reaction Conditions

Reaction Steps

1-chloro-3,5-dibromobenzene (0.30 g, 1.1 mmol, 1.0 eq), 5-aminopyrimidine (106 mg, 1.11 mmol, 1.00 eq), Cs2CO3 (506 mg, 1.55 mmol, 1.40 eq), Pd2(dba)3 (51 mg, 0.089 mmol, 0.080 eq), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (77 mg, 0.13 mmol, 0.12 eq) and toluene (3.7 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 173 mg (55%) of the title compound as a light-orange solid: 1H NMR (400 MHz, CDCl3) δ 8.87 (s, 1H), 8.77 (s, 1H), 8.62 (s, 2H), 7.18 (t, J=1.8 Hz, 1H), 7.15 (t, J=1.7 Hz, 1H), 7.09 (t, J=1.9 Hz, 1H); ES-MS [M+1]+: 284.0.

Provenance & Evidence