4-PYRIDIN-3-YL-BENZOICACID

4-(pyridin-3-yl)benzoic acid; To a solution of 4-boronobenzoic acid (1.66 g, 10 mmol) and 3-bromopyridine (1.72 g, 11 mmol) in acetonitrile (40 mL) and water (40 mL), potassium carbonate (5.5 g, 40 mmol), bis(triphenylphosphine)palladium(II) chloride (400 mg, 0.37 mmol) were added. The mixture was degassed and purged withed nitrogen. The mixture was stirred under reflux for 24 h. Then the hot suspension was filtered and concentrated to half of the original volume and washed with dichloromethane. The aquatic phase was adjusted to pH=3 with hydrochloric acid (1 M) and filtrated, washed with water. The residue was dried in vacuum to obtain 1.7 g of white solid of 4-(pyridin-3-yl)benzoic acid. Yield: 85percent. LC-MS (ESI) m/z: 200 (M+1)648mg of 4-Pyridin-3-yl-benzoic acid methyl ester (3.04mmol) is dissolved in 15ml of MeOH and 10ml of IN NaOH is added. The reaction mixture is , , , stirred at 50°C for 30min and room temperature for overnight. MeOH is removed in vacuo and the residue is acidified to pH=4.0 by IN HCI. Crystals are filtered and washed by water and dried to give 578mg of 4-pyridin-3-yl-benzoic acid (96percent). 1H- NMR (DMSO): 13.1(br, lH), 8.98 (m, 1H), 8.64(m, 1H), 8.17 (m, 1H), 8.07 (d, 2H, J=8.0Hz), 7.89(d, 2H, J=8.0Hz), 7.57 (m, 1H).Intermediate Preparation 64-Pyridin-3-yl-benzoic acid Procedure J': 648 mg of 4-Pyridin-3-yl-benzoic acid methyl ester (3.04 mmol) is dissolved in 15 ml of MeOH and 10 ml of 1N NaOH is added. The reaction mixture is stirred at 50° C. for 30 min and room temperature for overnight. MeOH is removed in vacuo and the residue is acidified to pH=4.0 by 1N HCl. Crystals are filtered and washed by water and dried to give 578 mg of 4-pyridin-3-yl-benzoic acid (96percent). 1H-NMR (DMSO): 13.1 (br, 1H), 8.98 (m, 1H), 8.64 (m, 1H), 8.17 (m, 1H), 8.07 (d, 2H, J=8.0 Hz), 7.89 (d, 2H, J=8.0 Hz), 7.57 (m, 1H).To a mixture of 4-tolylboronic acid (38 g, 0.28 mol), 3-bromopyridine (44 g, 0.28 mol), NaTo a mixture of 4-(3-pyridyl)toluene (35 g, 0.207 mol) in pyridine (400 ml) and water (400 ml) was added KMnO

Molecular Weight:199.20
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:199.063328530
Monoisotopic Mass:199.063328530
Topological Polar Surface Area:50.2
Heavy Atom Count:15
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes