4-Chlorothiazolo[4,5-c]pyridine

Compound 535a (400 mg, 2.61 mmol) was dissolved in phosphorus oxychloride (5 mE) and refluxed for 2 hours. The reaction was concentrated under reduced pressure and then quenched with saturated sodium bicarbonate solution and extracted with ethyl acetate. The combined organiclayers were dried over sodium sulfate and concentrated toprovide the desired product (180 mg). [M+H]171.1A solution of 535b (3.1 g, 18.169 mmol) in anhydrous dimethylformamide (60 ml) was treated with zinc cyanide (2.13 g, 18.169 mmol) and triphenylphosphine (47 mg, 0.1816 mmol) under argon. The mixture was heated to 85 C., then treated with tetrakis(triphenylphosphine)palladium(0) (2.3 g, 1.99 mmol) and continued heating for 12hours. The mixture was cooled to room temperature followed by the addition of ethyl acetate and filtration of undissolved solids. The ethyl acetate filtrate was washed with water, brine and filtered through sodium sulfate. Thesolvent was evaporated and the residue was purified on silicagel with 0-50% ethyl acetate/hexanes gradient to give compound 4012a, (1.05 g).

Molecular Weight:170.62
XLogP3:2.3
Hydrogen Bond Acceptor Count:3
Exact Mass:169.9705470
Monoisotopic Mass:169.9705470
Topological Polar Surface Area:54
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes