5-Amino-1,6-naphthyridine

g.A mixture of 5-azido- 1 , 6-naphthyridine (282 mg, 1.65 mmol) and concentrated hydrochloride (2 mL) in MeOH (10 mL) was stirred at room temperature, Stannous chloride dehydrate (1.56 g, 8.25 mmol) was added. The resulting mixture was heated to 60 °C and stirred for 4 hours. The solvent was removed, water was added and the aqueous was adjusted pH = 8 with a saturated solution of sodium bicarbonate, The aqueous was extracted with DCM (20 mL x 3), the combined organic phase was washed with brine, dried with sodium and concentrated to give 1, 6-naphthyridin-5-amine (120 mg, 50percent) as a yellow solid. MS (ESI): m/z 146 [M+1]. ‘H NMR (400 MHz, CDC13) 9.07 (d, J= 6.8 Hz, 1H), 8.20 (d, J= 8.4 Hz, 1H), 8.14 (d, J 6.4 Hz, 1H), 7.44 (q, J= 4.0, 8.0 Hz, 2H), 7.31 (d, J 6.0 Hz, 1H).

Molecular Weight:145.16
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:145.063997236
Monoisotopic Mass:145.063997236
Topological Polar Surface Area:51.8
Heavy Atom Count:11
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes