Ethyl 1-Cyclopropyl-7-chloro-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthylridine carboxylate

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Ethyl Ester is Light Tan Solid

7.0 G of ethyl 3-CYCLOPROPYLAMINO-2- (2, 6-DICHLORO-5-FLUOROPYRIDINE-3-CARBONYL) ACRYLATE was dissolved in 35 ml of acetonitrile under heating to 75-80 °C. 8.56 g (2.0 eq. ) of K3PO4 was added in portions to the reaction mixture, which was then stirred at the same temperature for 1.5 hours. The reaction mixture was filtered under a reduced pressure and washed with 77 ml of DICHLOROMETHANE. The filtrate was concentrated under a reduced pressure. The resulting residue was dissolved in 77 ml of DICHLOROMETHANE and then washed with water. The organic layer was concentrated under a reduced pressure to give 6.17g of ethyl 7-chloro-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-1, 8-naphthyridine-3-carboxyla te (Yield : 98.5 percent). 1H NMR (CDC13, PPM) : 1.20 (4H, m, CH2CH2), 1.41 (3H, t, J=8, CH2CH3), 3.66 (1 H, m, NCH), 4.41 (2H, q, J=8, CH2CH3), 8.44 (1 H, d, J=4, C5-H), 8.66 (1 H, s, C2-H)The solution of 3.0 G of ethyl 3-CYCLOPROPYLAMINO-2- (2, 6-DICHLORO-5-FLUOROPYRIDINE-3-CARBONYL) ACRYLATE in 36. 4M1 of anhydrous tetrahydrofuran was cooled to 10 °C. 0.36 g (1.05 eq. ) of 60 percent sodium hydride was added to the reaction mixture, which was then stirred for 18 hours at room temperature. The reaction mixture was cooled to 5 No. 10 °C. 36.4 ml of water was added to the reaction mixture, which was then stirred for 30 minutes. The organic layer was filtered under a reduced pressure and washed with water. The resulting wet cake was dried under a reduced pressure at 50 °C for 5 hours to give 2.34 g of ethyl 7-chloro-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-1, 8-naphthyridine-3-carboxyla te (Yield : 87.3percent).

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Ethyl Ester is a fluoroquinolone derivative used in the preparation of antibacterial agents.

Molecular Weight:310.71
XLogP3:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:310.0520481
Monoisotopic Mass:310.0520481
Topological Polar Surface Area:59.5
Heavy Atom Count:21
Complexity:495
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes