4-(4-AMINOPHENOXY)PYRIDINE

b) Compound 1 was hydrogenated at room temperature using Pd/C in MESH. The reaction solution was filtered through kieselguhr and rinsed with MEOH, and the filtrate was subsequently evaporated. The residue was digested with diethyl ether : petroleum ether = 2 : 1, filtered off with suction, rinsed with petroleum ether and dried overnight at 40°C under reduced pressure. Yield : 50. 94 G (76percent) of 2, brown crystalsThe thus obtained nitro comound was hydrogenated at room temperature using Pd/C in MEOH. The reaction solution was filtered through kieselguhr and rinsed with MEOH, and the filtrate was subse- quently evaporated. The residue was digested with diethyl ether : petroleum ether = 2: 1, filtered off with suction, rinsed with petroleum ether and dried overnight at 40°C under reduced pressure. Yield : 50.94 g (76percent) of 5a, brown crystalsCompound 1 is hydrogenated with Pd/C in methanol. The reaction mixture is filtered over kieselguhr, the residue washed with methanol and the filtrate evaporated. The residue is digested with a diethyl ether/petroleum ether-mixture (2: 1), filtered by suction, washed with petrol ether and dried in vaccuo at 40 [°C] overnight to yield 50.94 g (76 percent) brownish crystals of 2.b) Compound 1 was hydrogenated using Pd/C in MeOH at room temperature. The reaction solution was filtered through kieselguhr, the filter cake was rinsed with MeOH, and the filtrate was subsequently evaporated. The residue was digested with diethyl ether : petroleum ether = 2: 1, filtered off with suction, rinsed with petroleum ether and dried at 40°C under reduced pressure overnight. Yield : 50.94 g (76percent) of 2, brown crystalsb) Compound 1 is hydrogenated at room temperature using Pd/C in MeOH. The reaction solution is filtered through kieselguhr and rinsed with MeOH, and the filtrate is subsequently evaporated. The residue is digested with diethyl ether: petroleum ether = 2: 1, filtered off with suction, rinsed with petroleum ether and dried overnight at 40°C under reduced pressure. Yield : 50.94 g (76percent) of 2, brown crystalsb) The thus obtained nitro-compound is hydrogenated using Pd/C in MeOH at room temperature. The reaction mixture is filtered and the filtrate is evaporated. The residue is digested with diethyl ether: petroleum ether = 2: 1, filtered by suction, rinsed with petroleum ether and dried in vacuo Yield : 50.94 g (76 percent) 24, brown crystalsA solution of 4-chloropyridine hydrochloride (Aldrich, 3.0 g, 20.0 mmol) in dimethyl sulfoxide (40 mL) was treated with 4-aminophenol (Aldrich, 2.1 g, 20.0 mmol) and sodium hydroxide pellets (2.0 g, 50.0 mmol) and the mixture was heated at 100° C. for 18 h. The mixture was cooled to room temperature, poured onto a mixture of ice-water (300 g) and extracted with EtStep 1. 4-(Pyridin-4-yloxy) aniline. To a solution of 4-chloropyridine hydrochloride (1.0 g, 6.67 mmol), 4-aminophenol (0.73 g, 6.67 mmol) in 15 niL of DMSO was added NaOH (0.67 g, 16.67 mmol). The reaction mixture was stirred at 100°C for 16 hr and cooled to r.t. The resulting mixture was diluted with water and extracted with EtOAc. Combined organic layers were dried over anhydrous Na

Molecular Weight:186.21
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:186.079312947
Monoisotopic Mass:186.079312947
Topological Polar Surface Area:48.1
Heavy Atom Count:14
Complexity:161
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes