6-Phenylpyridine-2-carboxylic acid

Off-White to Grey Solid

To a solution of 5-((6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yl)oxy)pyridin- 2-amine (5?, 100 mg, 0.24 mmol), 6-phenylpicolimc acid (75 mg, 0.38 mmol) in DMF (2 mL), DIEA (130 pL, 96 mg, 0.75 mmol) and HATU (280 mg, 0.74 mmol) were added. The reaction mixture was then allowed to stir at room temperature overnight, diluted with water (30 ml) and extracted with DCM (3 x 10 mL) and the combined organic layer was dried (MgSCti) and concentrated to give a brown residue. Reverse phase chromatography provided 65 mg (45%) of Ar-(5-((6-methoxy-7-(3-morphohnopiOpoxy)quinoin-4-yi)oxy)pyridin-2-yl)-6-phenylpieoin- amide (10) as a white solid. lH NMR (CDsOD, 400 MHz) d 8.70 id. J= 3.9 Hz, 1 1 1). 8.68 (d, J = 6.3 Hz, 1 1 1 ). 8.49 (d, J= 2.7 Hz, 1 1 1). 8.27 - 8.22 (m, 21 1). 8.20 (s, 1 1 1 ). 8.17 (dd, J= 16.6, 9.2 Hz, 211), 7.97 (dd, J= 9.2, 2.9 Hz, 1 1 1). 7.89 (s, 1 1 1). 7.60 - 7.50 (m, 41 1). 7.02 (d, J= 6.3 Hz, 1H), 4.44 (t, J = 5.5 Hz, 2H), 4.20 - 4.08 (br s, 2H), 4.12 (s, 3H), 3.88 - 3.74 (br s, 2H), 3.72 - 3.60 (br s, 2H), 3.50 (t, J = 12 Hz, 2H), 3.27 - 3.17 On. 2H), 2.46 (p, J = 6.4 Hz, 21 1 ). MS m/e: 592 ( M i l ) .

6-Phenylpyridine-2-carboxylic Acid is used in the preparation of inhibitors acting upon 2-Oxoglutarate-dependant nucleic acid demethylase, involved in nucleic acid repairs and modifications.

Molecular Weight:199.20
XLogP3:2.4
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:224
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes