C([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([NH:16][C:17]2[CH:26]=[CH:25][CH:24]=[C:23]3[C:18]=2[CH:19]=[C:20]([CH3:27])[N:21]=[CH:22]3)=[O:15])[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO.ClCCl>[CH3:27][C:20]1[N:21]=[CH:22][C:23]2[C:18]([CH:19]=1)=[C:17]([NH:16][C:14]([NH:13][CH:10]1[CH2:11][CH2:12][NH:8][CH2:9]1)=[O:15])[CH:26]=[CH:25][CH:24]=2
A solution of (D3) (2.30 g, 6.40 mmol), ammonium formate (2.02 g, 32.10 mmol) and 10% palladium on carbon (1 g) in methanol (100 mL) was heated at 70° C. for 3 h, then cooled to 25° C. and filtered through Celite. Evaporation in vacuo gave an oil which was suspended in dichloromethane and washed with saturated sodium carbonate solution. The organic layer was removed, dried (Na2SO4), and the solvents evaporated in vacuo to give the title compound as a yellow oil (1.2 g). 1H NMR (CDCl3) δ: 2.05-2.20 (2H, m), 2.68 (3H, s), 2.85-2.95 (2H, m), 3.00-3.15 (2H, m), 4.35-4.45 (1H, m), 5.85-5.90 (1H, m), 7.40-7.50 (2H, m), 7.62 (1H, s), 7.72 (1H, d, J=8.2 Hz), 7.91 (1H, d, J=7.6 Hz), 9.14 (1H, s).
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