5-Bromo-3,4-dihydro-1(2H)-isoquinolinone

To a mixture of 4-bromoindan-l-one (4.00g, 18.9 mmol) and methanesulfonic acid (20.2 mL, 310 mmol) in dichloromethane (180 mL) was added sodium azide (2.46 g, 37.9 mmol) at 0°C. The mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was poured into 10percent aqueous sodium hydroxide (200 mL) and extracted with dichloromethane (100 mL). The combined organic layers were dried over sodium sulfate and evaporated. The crude product was recrystallized from ethyl acetate (40 mL) to give the title compound (3.98 g, 17.6 mmol, 93percent) as a white powder. LCMS: 96percent, Rt 1.225, ESMS m/z 226 (M+H)2H-isoquinolin-l-one. [00112] To a mixture of 4-bromoindan-l-one (4.00g, 18.9 mmol) and methanesulfonic acid (20.2 mL, 310 mmol) in dichloromethane (180 mL) was added sodium azide (2.46 g, 37.9 mmol) at 0 °C. The mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was poured into 10percent aqueous sodium hydroxide (200 mL) and extracted with dichloromethane (100 mL). The combined organic layers were dried over sodium sulfate and evaporated. The crude product was recrystallized from ethyl acetate (40 mL) to give the title compound (3.98 g, 17.6 mmol, 93percent) as a white powder. LCMS: 96percent, t 1.225, ESMS m/z 226 (M+H)To a mixture of 4-bromoindan-1-one (4.OOg, 18.9 mmol) and methanesulfonic acid (20.2 mL, 310 mmol) in dichloromethane (180 mL) was added sodium azide (2.46 g, 37.9 mmol) at 0 °C. The mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was poured into 10percent aqueous sodium hydroxide (200 mL) and extracted with dichloromethane (100 mL). The combined organic layers were dried over sodium sulfate and evaporated. The crude product was recrystallized from ethyl acetate (40 mL) to give the title compound (3.98 g, 17.6 mmol, 93percent) as a white powder. LCMS: 96percent, Rt 1.225, ESMS m/z 226 (M+H).100106] To a mixture of 4-bromoindan-1-one (4.OOg, 18.9 mmol) and methanesulfonic acid (20.2 mL, 310 mmol) in dichloromethane (180 mL) was added sodium azide (2.46 g, 37.9 mmol) at 0 °C. The mixture was warmed to room temperature and stirred for 16 h. The reaction mixture was poured into 10percent aqueous sodium hydroxide (200 mL) and extracted with dichloromethane (100 mL). The combined organic layers were dried over sodium sulfate and evaporated. The crude product was recrystallized from ethyl acetate (40 mL) to give the title compound (3.98 g, 17.6 mmol, 93percent) as a white powder. LCMS: 96percent, Rt 1.225, ESMS m/z 226 (M+H).General Procedure: To an ice-cooled solution of the benzocycloketone (1.4 mmol) in 1:1 CHStep 2: Preparation of 5-bromo-3, 4-dihydroisoquinolin-1(2H)-one (64) To a single-necked RBF filled with the intermediate 63 (34.5 g, 133.66 mmol, 1.0 eq) was added CF

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