2,4'-Dipyridyl -Drug Synthesis Database

【结构式】

【分子编号】36311

【品名】2,4'-Dipyridyl

【CA登记号】581-47-5

【分子式】C₁₀H₈N₂

【分子量】156.187

【元素组成】C 76.9% H 5.16% N 17.94%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(VI)

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.

参考文献中间体

合成目标

【1】 Tatsuoka, T.; Kamei, K.; Maeda, N.; Inoue, T.; Nishimura, M.; Hirotsu, I. (Suntory Ltd.); Benzoxazepine derivs., salts thereof, and drugs containing the same. EP 0755930; WO 9624594 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IV)	36309	3-chloro-4-(4-chlorobutyl)-1,4-benzoxazepin-5(4H)-one		C₁₃H₁₃Cl₂NO₂	详情	详情
(VI)	36311	2,4'-Dipyridyl	581-47-5	C₁₀H₈N₂	详情	详情
(VII)	36312	1-[4-[3-chloro-5-oxo-1,4-benzoxazepin-4(5H)-yl]butyl]-4-(2-pyridinyl)pyridinium chloride		C₂₃H₂₁Cl₂N₃O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XI)

In an alternative method, 2,4'-dipyridyl (XI) was alkylated with 3-bromopropylamine hydrobromide (VII) in hot DMF to provide the pyridinium salt (XII). Reduction of (XII) with NaBH4 gave the tetrahydropyridine (XIII), which was further hydrogenated in the presence of Pearlman's catalyst to yield the intermediate pyridylpiperidine (X).

参考文献中间体

合成目标

【1】 O'Malley, S.S.; Chen, T.-B.; Chang, R.S.L.; et al.; In vitro studies on L-771,688 (SNAP 6383), a new potent and selective alpha1A-adrenoceptor antagonist. Eur J Pharmacol 2000, 409, 3, 301.
【2】 Ikemoto, N.; Taylor, C.S.; Sidler, D.R.; Chartrain, M.; Bills, G.F.; Roberge, C.M.; Li, W.; Larsen, R.D. (Merck & Co., Inc.); alpha 1a Adrenergic receptor antagonist. WO 9907695 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(X)	48387	3-[4-(2-pyridinyl)-1-piperidinyl]propylamine; 3-[4-(2-pyridinyl)-1-piperidinyl]-1-propanamine		C₁₃H₂₁N₃	详情	详情
(XI)	36311	2,4'-Dipyridyl	581-47-5	C₁₀H₈N₂	详情	详情
(XII)	25449	3-bromo-1-propanamine; 3-bromopropylamine	18370-81-5	C₃H₈BrN	详情	详情
(XIII)	48388	1-(3-aminopropyl)-4-(2-pyridinyl)pyridinium bromide		C₁₃H₁₆BrN₃	详情	详情
(XIV)	48389	3-[4-(2-pyridinyl)-3,6-dihydro-1(2H)-pyridinyl]-1-propanamine; 3-[4-(2-pyridinyl)-3,6-dihydro-1(2H)-pyridinyl]propylamine		C₁₃H₁₉N₃	详情	详情

Extended Information