Water → HCID 11516226、化合物

反応式

[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]=[C:15]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][C:27]=2[NH:28]C(=O)C(Cl)(Cl)Cl)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O>C(O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH:15]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][C:27]=2[NH2:28])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]=[C:15]([C:22]2[CH:23]=[N:24][CH:25]=[CH:26][C:27]=2[NH2:28])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

実験手順

To a solution of 18.0 g (34.9 mmol) of 3-[α-{(1-benzylpiperidin-4-yl)imino}benzyl]-4-trichloroacetylaminopyridine in 150 mL of ethanol was added 2.65 g (70 mmol) of sodium borohydride under ice-cooling and the mixture was stirred for 5 hours at ambient temperature. The reaction mixture was poured into water, and the ethanol was evaporated in vacuo. The residue was extracted with ethyl acetate. The organic layer separated was washed with water and then with brine, dried on anhydrous sodium sulfate and then concentrated in vacuo. Purification by means of column chromatography (silica gel, 1:9 methanol:chloroform) gave 4.82 g (12.9 mmol) of the title compound and 6.65 g (17.9 mmol) of 3-[α-{(1-benzyl-piperidin-4-yl)imino}benzyl]-4-aminopyridine.