Sodium Carbonate → HCID 90281126, compound

Participants

Reaction Conditions

Reaction Steps

To a 2 mL heavy-walled tube was added (R)-4-(2-(2-methylpyrrolidin-1-yl)ethyl)phenylboronic acid hydrochloride (127 mg, 0.471 mmol), 4-(4-chlorophenyl)-4-oxobutanoic acid (91 mg, 0.428 mmol), Na2CO3 (136 mg, 1.284 mmol), dichlorobis(p-dimethylaminophenyldi-tert-butylphosphine)palladium (3.03 mg, 4.28 μmol), dioxane (1 mL), and water (0.15 mL). The tube was sealed and heated to 150° C. for 10 min under microwave irradiation. The mixture was purified by preparative HPLC to give the title compound as a white solid. LCMS m/z=366.1 [M+H]; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.20 (d, J=6.3 Hz, 0.4H), 1.37 (d, J=6.3 Hz, 2.6H), 1.54-1.65 (m, 1H), 1.90-2.05 (m, 2H), 2.18-2.26 (m, 1H), 2.62 (t, J=7.8 Hz, 2H), 2.95-3.10 (m, 2H), 3.16-3.30 (m, 3H), 3.38-3.68 (m, 4H), 7.46 (d, J=8.2 Hz, 2H), 7.74 (d, J=8.2 Hz, 2H), 7.84 (d, J=8.2 Hz, 2H), 8.06 (d, J=8.2 Hz, 2H), 9.34 (bs, 1H).

Provenance & Evidence