Cesium carbonate → HCID 58337625, compound

Participants

Reaction Conditions

Reaction Steps

1-fluoro-3-iodo-5-nitrobenzene (100 mg, 0.375 mmol, 1.00 eq), 5-aminopyrimidine (43 mg, 0.45 mmol, 1.2 eq, Cs2CO3 (171 mg, 0.525 mmol, 1.40 eq), Pd2(dba)3 (17 mg, 0.030 mmol, 0.080 eq), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (26 mg, 0.045 mmol, 0.12 eq) and dioxane (0.8 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 81 mg (93%) of the title compound as an orange solid: 1H NMR (400 MHz, DMSO-d6) δ 9.23 (s, 1H), 8.84 (s, 1H), 8.72 (s, 2H), 7.68 (s, 1H), 7.53 (d, J=8.6 Hz, 1H), 7.36 (d, J=10.7 Hz, 1H); ES-MS [M+1]+: 235.1.

Provenance & Evidence