Synthesis of furo[3,2-b]pyridine analogue of efaroxan

被引:4
作者
Mayer, P [1 ]
Loubat, C [1 ]
Imbert, T [1 ]
机构
[1] Ctr Rech Pierre Fabre, Div Med Chem, F-81100 Castres, France
关键词
D O I
10.3987/COM-98-8307
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(4,5 -Dihydro-1H-imidazol-2-yl)-2-ethyl-2,3 -dihydrofuro[3,2-b]pyridine was synthesized in eight steps starting from 3-hydroxy-2-methylpyridine. The key step was a cyclization of a 2-chloromethyl-3-butyroxypyridine derivative. The target molecule is an aza analogue of efaroxan, a potent and selective antagonist of a 2-adrenoceptors.
引用
收藏
页码:2529 / 2534
页数:6
相关论文
共 6 条
[1]   CLAISEN REARRANGEMENT OF 2-PROPINYL (3-PYRIDYL) AND ALLYL (3-PYRIDYL)ETHERS [J].
BRUHN, J ;
ZSINDELY, J ;
SCHMID, H .
HELVETICA CHIMICA ACTA, 1978, 61 (07) :2542-2559
[2]   ALPHA-ADRENORECEPTOR REAGENTS .2. EFFECTS OF MODIFICATION OF THE 1,4-BENZODIOXAN RING-SYSTEM ON ALPHA-ADRENORECEPTOR ACTIVITY [J].
CHAPLEO, CB ;
MYERS, PL ;
BUTLER, RCM ;
DAVIS, JA ;
DOXEY, JC ;
HIGGINS, SD ;
MYERS, M ;
ROACH, AG ;
SMITH, CFC ;
STILLINGS, MR ;
WELBOURN, AP .
JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (05) :570-576
[3]  
CREWS FT, 1980, J PHARMACOL EXP THER, V215, P143
[4]   THE BOEKELHEIDE REACTION - TRIFLUOROACETIC-ANHYDRIDE AS A CONVENIENT ACYLATING AGENT [J].
FONTENAS, C ;
BEJAN, E ;
HADDOU, HA ;
BALAVOINE, GGA .
SYNTHETIC COMMUNICATIONS, 1995, 25 (05) :629-633
[5]  
HAYAKAWA I, 1984, CHEM PHARM BULL, V32, P4914
[6]  
MALLARD N, 1991, BRIT J PHARMACOL, V102, pP221