Hydrochloric Acid → HCID 59375694, compound
Reaction equation
C([O:5][C:6]1[N:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[C:8]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:9]=1[C:10]([CH:16]([CH3:18])[CH3:17])=[N:11]2)CCC.Cl>O1CCCC1>[F:23][C:21]1[CH:20]=[CH:19][C:9]2[C:10]([CH:16]([CH3:17])[CH3:18])=[N:11][C:12]3[CH:13]=[CH:14][NH:15][C:6](=[O:5])[C:7]=3[C:8]=2[CH:22]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a stirred solution of 1-butoxy-9-fluoro-6-isopropylbenzo[c]-1,6-naphthyridine (33 mg, 0.11 mmol) in tetrahydrofuran (1.0 ml) was added 6N HCl (1.0 ml). The reaction mixture was stirred at 100° C. for 2 h, and then cooled to room temperature. The yellow precipitate was collected by vacuum filtration (rinsing the filter cake with THF) to afford 9-fluoro-6-isopropylbenzo[c]-1,6-naphthyridin-1(2H)-one (HCl salt). 1H NMR (500 MHz, DMSO-D6) δ 11.89 (br s, 1H), 9.76 (dd, 1H), 8.59 (dd, 1H), 7.63 (dt, 1H), 7.59 (t, 11-1), 6.79 (d, 1H), 6.33 (br peak, HCL/H2O), 4.09 (septet, 1H), 1.37 (d, 6H). LRMS (ESI) calc'd for (C15H13FN2O) [M+H]+, 257.1; found 257.1.