[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[C:18]([N+:20]([O-])=O)[CH:19]=2)[N:16]=[CH:15][CH:14]=[C:13]3[CH3:23])=[CH:4][N:3]=1.NN.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:38].Cl.C(O)C>COCCO.[Pd]>[ClH:38].[ClH:38].[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[C:18]([NH2:20])[CH:19]=2)[N:16]=[CH:15][CH:14]=[C:13]3[CH3:23])=[CH:4][N:3]=1
The product of Example 12 (0.78 g, 2.5 mmol) was dissolved in 35 ml of β-methoxyethanol, and then 0.06 g of 5% Pd/C and 0.3 ml of 95% hydrazine were added, and the reation was refluxed for 1 hour. The Pd/C was filtered off, the solvent removed, and the product was purified on a silica gel column which was eluted with 7% methanol in methylene chloride. This gave 0.48 g (69% yield) of the free base which was recrystallised as the dihydrochloride salt from ethanol, mp 303°-305° dec. Anal. Calcd. for C15H16N6.2HCl.0.5H2O: C, 49.73; H, 5.29; N, 23.20; Cl, 19.57. Found: C, 49.71; H, 5.30; N, 23.18; Cl, 19.51.
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