8-Acetyl-5-(phenylmethoxy)-2H-1,4-benzoxazin-3(4H)-one

2-Chloroacetyl chloride (1.77 mL) was added dropwise to a stirred mixture of 1-(3-amino-4-(benzyloxy)-2-hydroxyphenypethanone (5.20 g, 20.2 mmol) and sodium hydrogen carbonate (3.74 g, 44.5 mmol) in DMF (30 mL) and then stirred for a further two hours. Cesium carbonate (7.90 g, 24.2 mmol) was added and the mixture was heated at 100° C. for 20 hours. The mixture was cooled to room temperature, quenched with water (500 mL), extracted with ethyl acetate (2×200 mL), and the combined organic layers washed with water (3×300 mL) and brine. The organic layer was then dried over anhydrous sodium sulfate, filtered and evaporated in vacuo. The solid residue was treated with ether, filtered and the eluent dried to afford the title compound (5.70 g, 19.2 mmol, 95percent yield) as a beige solid. MS (ESI+) 298 [M+H]Intermediate 148-Acetyl-5-benzyloxy-4Af-benzo[1 , 4]oxazin-3-one; Chloroacetyl chloride (1.25 mL, 15.5 mmol) was added to a stirred mixture of 1-(3-amino-4-benzyloxy-2-hydroxy-phenyl)-ethanone (US2005/0277632) (3.63 g, 14.1 mmol) and NaHCO

Molecular Weight:297.30
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:297.10010796
Monoisotopic Mass:297.10010796
Topological Polar Surface Area:64.6
Heavy Atom Count:22
Complexity:419
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes