Hydrochloric Acid → HCID 78324788, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (R)-4-(2-(2-methylpyrrolidin-1-yl)ethyl)phenylboronic acid hydrochloride (50.9 mg, 0.189 mmol), 2-(4-chlorophenyl)-2-methylpropanoic acid (50 mg, 0.252 mmol), Na2CO3 (107 mg, 1.007 mmol), and dichlorobis(p-dimethylaminophenyldi-tert-butylphosphine)palladium (1.782 mg, 2.52 μmol) in 1,4-dioxane (1 mL) and H2O (0.2 mL) was heated under microwave irradiation at 150° C. for 10 min. To the resulting mixture was added 2 M HCl (8 mL) and extracted with 5% EtOAc/hexane (10 mL). To the aqueous phase was added ACN (2 mL) to dissolve the solid precipitates. The mixture was purified by HPLC. LCMS m/z=352.4 [M+H]+; 1H NMR (400 MHz, CD3CN) δ ppm 1.12 (d, J=13.6 Hz, 0.4H), 1.35 (d, J=6.4 Hz, 2.6H), 1.48 (s, 6H), 1.57-1.72 (m, 1H), 1.89-2.00 (m, 2H), 2.09-2.21 (m, 1H), 2.93-3.11 (m, 4H), 3.22-3.35 (m, 1H), 3.37-3.48 (m, 1H), 3.62-3.75 (m, 1H), 7.27 (d, J=8.1 Hz, 2H), 7.37 (d, J=8.3 Hz, 2H), 7.51 (d, J=8.2 Hz, 2H), 7.52 (d, J=7.9 Hz, 2H).

Provenance & Evidence