Cesium carbonate → HCID 59618475, compound

Participants

Reaction Steps

To a microwave tube was added N1-(2-bromopyridin-4-yl)-2,6-dichloro-N4,N4-dimethylterephthalamide (84 mg, 0.20 mmol), pyrimidin-4-amine (38 mg, 0.40 mmol), Pd2(dba)3 (18 mg, 0.020 mmol), Xantphos (23 mg, 0.040 mmol), Cs2CO3 (131 mg, 0.40 mmol) and dioxane (1.2 mL). The mixture was degassed with N2 for 5 min and then irradiated in a microwave reactor at 140° C. for 60 min. After cooling, the reaction was filtered through Celite and concentrated under reduced pressure. The residue was dissolved in DMF and purified by prep-HPLC (Gilson GX 281, Shim-pack PRC-ODS 250 mm×20 mm×2, gradient: CH3CN/10 mm/L NH4HCO3, 17 min) to afford the desired product (50 mg, 58% yield). 1H NMR (500 MHz, DMSO-d6): δ 8.30-8.22 (m, 2H), 7.60-7.56 (m, 3H), 3.10 (s, 3H), 3.00 (s, 3H), 1.86 (m, 1H), 0.99-0.88 (m, 4H). LCMS (ESI) m/z: 421.1 [M+H+].

Provenance & Evidence