8-BROMO-2H-ISOQUINOLIN-1-ONE

A suspension of (a) (630 mg, 2. [8] mmol) in DMF (10 ml) was treated with trifluoroacetic acid anhydride (4 ml). The clear solution was stirred at room temperature overnight then evaporated. The residue was treated with dilute aqueous sodium carbonate solution and extracted several times with 5percent methanol/dichloromethane. The combined organic extracts were washed with brine, dried and evaporated. The crude product was chromatographed on silica eluting with 0-10percent methanol in dichloromethane affording a white solid (180 mg, 29percent). MS (+ve ion electrospray) m/z 225 [(MH+)]Step-2: (0532) Preparation of 8-bromoisoquinolin-1(2H)-one: (0533) [00226] A solution of 8-bromoisoquinoline 2-oxide (0.35 g) and acetic anhydride (5 mL) was refluxed for 3 h. The solution was concentrated, the residue was dissolved in 2M sodium hydroxide solution (10 mL) and heated at 85 °C for 1 h. The mixture was acidified to pH 6 using 5percent aqueous citric acid solution and extracted with dichloromethane (2 x 30 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. The obtained residue was triturated with ether to afford the title compound 8-bromoisoquinolin- 1(2H)-one (0.18 g, 51percent yield) as a brownish solid. Calculated (M+H): 223.96; Found (M+H): 223.9Step-3: (0534) Preparation of ethyl 2-(8-bromo-1-oxoisoquinolin-2(1H)-yl)acetate: (0535) [00227] A mixture of

Molecular Weight:224.05
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:222.96328
Monoisotopic Mass:222.96328
Topological Polar Surface Area:29.1
Heavy Atom Count:12
Complexity:227
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes