4-Chloro-1H-pyrrolo[2,3-b]pyridin-6-amine

Under a nitrogen atmosphere, acetonitrile (10 ml)(0.69 g, 5.5 mmol) and 4-chloro-1H-pyrrolo[2, 3-b]pyridine-N-oxide meta-chlorobenzoic acid(1.62 g, 5.0 mmol)And the reaction mixture was stirred at 55 to 60 ° CStir for 14 hours.The reaction mixture was transferred to a closed reactor and cooled to 0 to 4 ° C, followed by slow addition of ammonia solution (25 ml, 14 M) in methanol.The reaction mixture was sealed and reacted at 50 ° C for 4 hours with an electromagnetic wave.The reaction was cooled to room temperature, The solvent was removed by vacuum distillation and the residue was layered between dichloromethane (10 ml) and 10percent aqueous sodium carbonate solution (2.5 ml).The aqueous layer was extracted three times with dichloromethane (50 ml), and the organic layers were combined and washed with 10percent aqueous sodium carbonate solution (10 ml), saturated brine (10 ml), and water. All the organic layers were dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated. The residue was purified by silica gel chromatography to give the title compound (0.57 g, 68percent yield).

Molecular Weight:167.59
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:167.0250249
Monoisotopic Mass:167.0250249
Topological Polar Surface Area:54.7
Heavy Atom Count:11
Complexity:153
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes