Potassium Phosphate, Tribasic → tert-butyl {3-[4-(2-phenyl-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]oxetan-3-yl}carbamate

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-bromo-2-phenyl-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepine (50 mg) and tert-butyl {3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxetan-3-yl}carbamate (96 mg) and potassium phosphate (82 mg) and PdCl2(dppf)CH2Cl2 (11 mg) in dioxane (2.5 mL) and H2O (0.25 mL) was degassed for 5 min then stirred at 80° C. for 18 h. The reaction mixture was concentrated under reduced pressure. Purification by column chromatography (5-100% ethyl acetate in hexanes) gave the product (58 mg, 81%). 1HNMR (DMSO-d6) 400 MHz δ: 8.57 (s, 1H), 8.16-7.83 (m, 3H), 7.55-7.44 (m, 4H), 7.39-7.21 (m, 7H), 7.15-7.09 (m, 1H), 6.98-6.84 (m, 1H), 6.68 (dd, J=7.8, 4.6 Hz, 1H), 4.87-4.75 (m, 2H), 4.73-4.60 (m, 2H), 1.57-1.03 (m, 9H). LCMS: 558 [M+H].

Provenance & Evidence