2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE

A mixture of intermediate 3 (8 g, 39.8 mmol), copper (II) bromide (10.43 g, 46.68 mmol) and 3-methyl-l-nitrosooxy-butane (6.8 g, 58.35 mmol) in ACN (100 mL) was stirred at room temperature for 1.5 hours. The solvent was evaporated in vacuo. The residue thus obtained was dissolved in AcOEt and washed with HStep ii: 2-bromo-6, 7-dihydrothiazolo[5, 4-clpyridin-4(5H)-one A mixture of intermediate 4 (8 g, 39.8 mmol), copper (II) bromide (10.43 g, 46.68 mmol) and 3-methyl-l-nitrosooxy-butane (6.8 g, 58.35 mmol) in ACN (100 mL) was stirred at room temperature for 1.5 hours. The solvent was evaporated in vacuo. The residue thus obtained was dissolved in AcOEt and washed with HStep iii: 2-bromo-5-ethyl-6J-dihydrothiazolo[5, 4-clpyridin-4(5H)-one To a 50 mL round bottom flask, were added 2-bromo-6, 7-dihydrothiazolo[5, 4-c]pyridin-4(5H)- one (0.2 g, 0.00086 mol) and DMF (10 mL). To the same flask, caesium carbonate (0.7 g, 0.0022 mol) and ethyl iodide (0.272 g, 0.00172 mol) were added. The reaction mixture was stirred at RT for 12 h. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get crude product. The crude product was purified by column chromatography using 60-120 silica gel and 40 % ethyl acetate in hexane to get the title compound [0.1 g, 45 %]. LC-MS: 261.0 [M+H]+.

Molecular Weight:233.09
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:231.93060
Monoisotopic Mass:231.93060
Topological Polar Surface Area:70.2
Heavy Atom Count:11
Complexity:189
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes