Additions of 1-(.alpha.-Aminoalkyl)benzotriazoles to N-Vinylamines and N-Vinylamides. A Novel and Versatile Method for the Preparation of Unsymmetrically Substituted 1,3-Diamines
摘要:
Additions of N,N-dialkyl-1H-benzotriazole-1-methanamines 1 to 9-vinylcarbazole followed by reduction of the adducts with lithium aluminum hydride gave the corresponding 9-(3-(dialkylamino)propyl)carbazoles 8 in good yield. Treatment of the adducts with Grignard reagents gave products 9 with an alkyl or aryl group at the C-1 atom of the propylene linkage. Use of alpha-phenyl-N,N-dialkyl-1H-benzotriazole-1-methanamine (14) in the addition led to the C-3 phenyl substituted products 15-18. Similar additions to N-vinyl-N-methylacetamide or 1-vinyl-2-pyrrolidinone followed by reduction of the adducts gave unsymmetrically substituted 1,3-propanediamines. Triamine 36 was obtained by condensation of ethylamine with formaldehyde and benzotriazole, addition of the product to 1-vinylpyrrolidinone, and reduction of the adduct with lithium aluminum hydride. 1,3-Propanediamine used in this process gave hexahydropyrimidine 39 while 1,6-hexanediamine gave hexamine 42.
The invention is directed to compounds of formula (1)
and pharmaceutically acceptable salts thereof, methods for the preparation thereof, and methods of use thereof.
这项发明涉及到式(1)的化合物及其药用可接受盐,其制备方法和使用方法。
Biaryltriazole inhibitors of macrophage migration inhibitory factor
申请人:YALE UNIVERSITY
公开号:US10336721B2
公开(公告)日:2019-07-02
The present disclosure describes biaryl triazole compounds, as well as their compositions and methods of use. The compounds inhibit the activity of macrophage migration inhibitory factor and are useful for the treatment of diseases, e.g., inflammatory diseases and cancer.
Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila, J. Org. Chem, 59 (1994) N 18, S 5206-5214
作者:Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila
DOI:——
日期:——
6-MORPHOLINYL-2-PYRAZOLYL-9H-PURINE DERIVATIVES AND THEIR USE AS PI3K INHIBITORS
申请人:Daiichi Sankyo Company, Limited
公开号:EP3277682B1
公开(公告)日:2019-04-24
BIARYLTRIAZOLE INHIBITORS OF MACROPHAGE MIGRATION INHIBITORY FACTOR
申请人:YALE UNIVERSITY
公开号:US20180179176A1
公开(公告)日:2018-06-28
The present disclosure describes biaryl triazole compounds, as well as their compositions and methods of use. The compounds inhibit the activity of macrophage migration inhibitory factor and are useful for the treatment of diseases, e.g., inflammatory diseases and cancer.