Acetic Acid Mixture with Hydrobromic Acid → HCID 59375658, 화합물
반응식
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]([C:16]([CH3:18])=[CH2:17])=[N:11]2)CCC.[BrH:24].C(O)(=O)C>>[Br:24][CH2:17][CH:16]([C:10]1[C:9]2[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:8]=2[C:7]2[C:6](=[O:5])[NH:15][CH:14]=[CH:13][C:12]=2[N:11]=1)[CH3:18]참가 물질
3
실험 절차
A solution of 1-butoxy-9-fluoro-6-isopropenylbenzo[c]-1,6-naphthyridine (26 mg, 0.063 mmol) in HBr/acetic acid (33% wt) (1.0 ml) was stirred for 18 hr at room temperature. The reaction mixture was concentrated to a crude solid that was taken up into acetonitrile (5 mL) and concentrated again in an attempt to drive off more acetic acid. The resulting solid was triturated with EtOAc (1 mL), then collected by vacuum filtration to afford 6-(2-bromo-1-methylethyl)-9-fluorobenzo[c]-1,6-naphthyridin-1(2H)-one (HBr salt). LRMS (ESI) calc'd for (C15H12BrFN2O) [M+H]+, 335.0; found 335.0.
후처리
- concentrationThe reaction mixture was concentrated to a crude solid that
- concentrationconcentrated again in an attempt
- customThe resulting solid was triturated with EtOAc (1 mL)