7-BROMO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE

Intermediate 23-1Preparation of 7-bromo-3, 4-dihydroisoquinolin-1(2H)-one Sodium azide (0.431 g, 6.63 mmol) was added slowly to a mixture of 6-bromo-2, 3-dihydro-1H-inden-1-one (1 g, 4.74 mmol) and methanesulfonic acid (15 mL, 231 mmol) in DCM (30 mL) at 0° C. The mixture was stirred at rt for 15 hrs, then was carefully quenched with 1 M aqueous sodium hydroxide (50 mL). The aqueous layer was extracted with DCM (3.x.50 mL), and the combined organic layers were washed with water (20 mL) and brine (20 mL), dried and concentrated. The residue was purified by column chromatography (eluting with a gradient from 90:10 hexane-EtOAc to EtOAc) to give 7-bromo-3, 4-dihydroisoquinolin-1(2H)-one as white solid (650 mg, 61percent). (a) 7-bromo-3, 4-dihydro-l(2H)-isoquinolinoneTo a solution of 7-amino-3, 4-dihydro-l(2H)-isoquinolinone, (0.77g, 4.77 mmol)(for a synthesis see Girard, Yves; Atkinson, Joseph G.; Belanger, Patrice C; Fuentes, Jose J.; Rokach, Joshua; Rooney, C. Stanley; Remy, David C; Hunt, Cecilia A J.Org.Chem. (1983), 48(19), 3220) in acetonitrile (10ml) at O(a) 7-Bromo-3, 4-dihydro-1 (2H)-isoquinolinone; To a solution of 7-amino-3, 4-dihydro-1 (2/-/)-isoquinolinone, (for a synthesis see Girard, Yves; Atkinson, Joseph G.; Belanger, Patrice C; Fuentes, Jose J.; Rokach, Joshua; Rooney, C. Stanley; Remy, David C; Hunt, Cecilia A J.Org.Chem. (1983), 48(19), 3220) (0.773 g, 4.772 mmol) in acetonitrile (10ml) at O

Molecular Weight:226.07
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:224.97893
Monoisotopic Mass:224.97893
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:195
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes