H. Harada, T. Morie, Y. Hirokawa
Jul 24, 1997
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron-asymmetry
Abstract
Abstract (±)- N -[1-Methyl-4-(3-methylbenzyl)hexahydro-1 H -1,4-diazepin-6-yl]-1 H -indazole-3-carboxamide (±)- 1 was prepared from N -methyl- N ′-(3-methylbenzyl)-ethylenediamine 5 and 2-(1-benzyloxycarbonyl-1 H -indazole-3-carbonylamino)propenal 4 and was found to exist as a racemic mixture based on the melting point, solubility, infrared spectrum, and X-ray diffraction pattern. Resolution by a preferential crystallization of (±)- 1 and successive recrystallization from acetone gave the enantiomerically pure ( R )-isomer, which showed a potent and selective 5-HT 3 receptor antagonistic activity.