2-(2-chloro-5-nitrophenyl)pyridine

In an oxygen atmosphere, The reaction flask was charged with 1, 3-diaminopropane, (96 g, 1.3 mol), Compound 1 (199.6 g, 1 mol), P-toluenesulfonic acid (172g, 1mol)Soluble in tetrahydrofuran (1L), Add Pd(OAc) 2 (22 g, 0.1 mol), The reaction solution is heated to reflux to the end.The reaction solution was then cooled to room temperature and concentrated under reduced pressure.The concentrate is diluted with water, Extracted with ethyl acetate, The ethyl acetate layer was washed with a saturated Na 2 S 2 O 3 solution.Dry the organic layer with anhydrous sodium sulfate.After filtration and concentration, The concentrate was purified by column chromatography (hexane-ethyl acetate) to afford Compound A (225.3 g, yield: 96%).In a 500 mE single neck round bottomed flask to a cold (+4 C.) solution of 2-(2-chlorophenyl)pyridine (8608 mg, 45.39 mmol) (1) in H2S04 96% (126 mE) was added KNO3 (4717 mg, 46.65 mmol) in small portion over 5 minutes. The dark mixture was stirred at +4 C. for 120 minutes and then the mixture was poured on ice (0.85 kg) and then neutralized using K2C03 till pH-9. To the mixture obtained was added ethyl acetate (400 mE) and the suspension so obtained was filtered (large amount of salts were present). The phases were separated and the aqueous layer was extracted with further AcOEt (150 mEx3). The reunited organic layers were dried over MgSO4. The evaporation of the solvent and the drying under high vacuum afforded the wanted product. (8901 mg, Yield=83%, MW=234.64).

Molecular Weight:234.64
XLogP3:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:234.0196052
Monoisotopic Mass:234.0196052
Topological Polar Surface Area:58.7
Heavy Atom Count:16
Complexity:257
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes