Ammonium formate → HCID 19423601, Verbindung

Reaktionsgleichung

C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:18]3[CH:26]=[N:27][CH:28]=[CH:29][C:17]=3[NH:16][C:15]2=[O:30])[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[C].[Pd]>[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:18]3[CH:26]=[N:27][CH:28]=[CH:29][C:17]=3[NH:16][C:15]2=[O:30])[CH2:12][CH2:13]1

Komponenten

Versuchsvorschrift

To a solution of 4.13.g (10.4 mmol) of 3-(1-benzylpiperidin-4-yl)-4-phenyl-2-oxo-1,2,3,4-tetrahydropyrido[4,3-d]pyrimidine in 250 mL of methanol were added 1.89 g (30 mmol) of ammonium formate and 0.3 g of 10% palladium-carbon, and the mixture was heated under reflux for 5 hours. After being cooled, the reaction mixture was filtered through cerite, and the filtrate was concentrated in vacuo. To the residue was added an aqueous saturated sodium hydrogencarbonate solution, and the mixture was extracted with chloroform. The organic layer separated was dried on potassium carbonate and then concentrated in vacuo. The residue was purified by means of column chromatography (silica gel, 10:100:900 aqueous ammonia methanol:chloroform) to give 2.67 g (8.66 mmol) of the title compound.