5-Aminopyridine-2-carbonitrile → HCID 178510044、化合物

反応式

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[N:10]1([C:16]2[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=2)[CH:19]=O)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[N:10]1([C:16]2[CH:17]=[C:18](/[CH:19]=[N:1]/[C:2]3[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=3)[CH:21]=[CH:22][CH:23]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

参加物

実験手順

The mixture solution of 5-amino-pyridine-2-carbonitrile (9.3 g, 78.4 mmol), 3-morpholin-4-yl-benzaldehyde (15.0 g, 78.4 mmol) and p-toluenesulfonic acid (271.8 mg, 1.4 mmol) in toluene (150 mL) was heated to reflux for 12 h. Then the reaction mixture was cooled to room temperature. The solvent was removed in vacuo and the residue was washed with ether to afford 5-{[1-(3-morpholin-4-yl-phenyl)-meth-(E)-ylidene]-amino}-pyridine-2-carbonitrile (22.9 g, quant.) as a light yellow solid: MS (ESI) M+1=293.0.