تفاعل #2178780

معادلة التفاعل

4-(6-amino-5-bromopyridin-3-yl)-N-cyclopropylbenzenesulfonamide hydrobromide

4,4-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one

→

4-(6-amino-5-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-3-yl)-N-cyclopropylbenzenesulfonamide

المردود 37.2%

ظروف التفاعل

الإجراء التجريبي

General method C was applied to 4-(6-amino-5-bromopyridin-3-yl)-N-cyclopropylbenzenesulfonamide hydrobromide (92 mg, 0.25 mmol) and 4,4-dimethyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-1(2H)-one (75 mg, 0.25 mmol) to give 4-(6-amino-5-(4,4-dimethyl-1-oxo-1,2,3,4-tetrahydroisoquinolin-6-yl)pyridin-3-yl)-N-cyclopropylbenzenesulfonamide (43 mg, 37% yield) as a white solid after purification by flash chromatography over silica gel (2-5% MeOH/DCM eluent). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.61 (s, 1H), 8.06 (d, J=8.5 Hz, 2H), 7.96-8.02 (m, 2H), 7.80 (d, J=1.5 Hz, 1H), 7.75 (dd, J=7.5, 1.5 Hz, 1H), 7.62 (d, J=8.5 Hz, 2H), 6.00 (s, 2H), 3.20 (d, J=2.0 Hz, 2H), 2.06-2.18 (m, 1H), 1.33 (s, 6H), 0.33-0.55 (m, 4H); MS (EI) m/z=463.6 [M+1]+.

المصدر