Cesium carbonate → HCID 68152124, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 4-(5-bromo-4-(cyclopentyl(2,2-dimethyl-3-(methylamino)-3-oxopropyl)amino)pyrimidin-2-ylamino)-3-methoxybenzoate (84 mg, 0.1572 mmol) and Cs2CO3 (74.25 mg, 0.2279 mmol) were dissolved in dioxane (2 mL) and Pd2(dba)3 (4.319 mg, 0.004716 mmol) and Xantphos (7.279 mg, 0.01258 mmol) were added. Heat to 100° C. overnight. The Xantphos and Pd2(dba)3 were replenished and the reaction heated under microwave conditions (120° C. for 30 minutes.) The solvent was removed in vacuo and the crude residue purified by column chromatography (0 to 100% EtOAc/Petrol) to give the title compound as a beige solid (42 mg, 59%); 1H NMR (400.0 MHz, DMSO) d 1.25 (s, 6H), 1.72-1.82 (m, 4H), 1.85-1.95 (m, 2H), 1.98-2.04 (m, 2H), 3.35 (s, 3H), 3.54 (s, 2H), 3.99 (s, 3H), 4.11 (s, 3H), 5.34 (quin, 1H), 7.66 (s, 1H), 7.74 (d, 1H), 7.98 (s, 1H), 8.17 (s, 1H) and 8.64 (d, 1H); MS ES(+) 454.1, ES (−) 452.1.

Provenance & Evidence