Hydrochloric Acid → HCID 24991561, compound

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=N)[C:9]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:10]=2[CH:11]=[CH:12][C:13]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])=[N:14]3)=[CH:4][CH:3]=1.Cl.C([O-])(O)=[O:32].[Na+]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:9]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:10]=2[CH:11]=[CH:12][C:13]([NH:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:27][CH3:28])=[N:14]3)=[O:32])=[CH:4][CH:3]=1

Participants

Procedure

A mixture of {5-[(4-fluoro-phenyl)-imino-methyl]-quinolin-2-yl}-(2-methoxy-benzyl)-amine (130 mg, 0.34 mmol), 2N HCl (4 ml) and THF (1 ml) was stirred at room temperature for 23 h, poured into saturated NaHCO3 solution (20 ml) and extracted with ethyl acetate (2×30 ml). The combined organic layers were washed with brine (20 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield the title compound as light yellow gum (115 mg, 88%).