SUN-N4057

3-氯-4-[4-(3',6'-二氢-2,4'-联吡啶-1'(2'H)-基)丁基]-1,4-苯并氧氮杂卓-5(4H)-酮Chemical Name: 3-Chloro-4-[4-[4-(2-pyridyl)-1,2,3,6-tetrahydropyridin-1-yl]butyl]-1,4-benzoxazepin-5(4H)-one dihydrochloride dihydrate
CAS No. 182415-09-4 (anhydrous, free base), 182415-13-0 (anhydrous, monoHCl)
项目整合开发状态: Phase II
项目研究机构: Daiichi Suntory Pharma (Originator)
合成路线:Alkylation of 2,3,4,5-tetrahydro-1,4-benzoxazepin-3,5-dione (I) with 1-bromo-4-chlorobutane (II) in the presence of K2CO3 afforded the 4-(chlorobutyl)benzoxazepindione (III),which was further treated with POCl3 in boiling dioxan to yield the 3-chlorobenzoxazepinone (IV).Condensation of (IV) with 4-(2-pyridyl)-1,2,5,6-tetrahydropyridine (V) using NaI and Et3N in hot DMF provided the target compound,which was isolated as the dihydrochloride salt.

合成路线:In an alternative procedure,the chlorobutyl derivative (IV) was condensed with 2,4'-dipyridine (VI) by means of NaI in boiling acetone,yielding pyridinium salt (VII).Subsequent reduction of (VII) with NaBH4 in EtOH then provided the title tetrahydropyridine.