2-(1-piperidinyl)-1-ethanamine -Drug Synthesis Database

【结构式】

【分子编号】24646

【品名】2-(1-piperidinyl)-1-ethanamine

【CA登记号】27578-60-5

【分子式】C₇H₁₆N₂

【分子量】128.21752

【元素组成】C 65.57% H 12.58% N 21.85%

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：(IV)

Condensation of 2-amino-5-bromopyridine (I) with 1,1-thiocarbonyl diimidazole (II) furnished the thiocarbonyl derivative (III). Further reaction of (III) with 1-(2-aminoethyl)piperidine (IV) gave the target thiourea.

参考文献中间体

合成目标

【1】 Mao, C.; Vig, R.; Venkatachalam, T.K.; Sudbeck, E.A.; Uckun, F.M.; Structure-based design of N-[2-(1-piperidinylethyl)]-N'-[2-(5-bromopyridyl)]-thiourea and N-[2-(1-piperazinylethyl)]-N'-[2-(5-bromopyridyl)]-thiourea as potent non-nucleoside inhibitors of HIV-1 reverse transcriptase. Bioorg Med Chem Lett 1998, 8, 16, 2213.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	12123	5-Bromo-2-pyridinylamine; 5-Bromo-2-pyridinamine; 2-Amino-5-bromopyridine	1072-97-5	C₅H₅BrN₂	详情	详情
(II)	11990	Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole	6160-65-2	C₇H₆N₄S	详情	详情
(III)	24645	N-(5-bromo-2-pyridinyl)-1H-imidazole-1-carbothioamide		C₉H₇BrN₄S	详情	详情
(IV)	24646	2-(1-piperidinyl)-1-ethanamine	27578-60-5	C₇H₁₆N₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

Maltol (I) was protected as the benzyl ether (II) by means of benzyl chloride, and subsequently treated with 1-(2-aminoethyl)piperidine (III) in refluxing ethanol to produce the substituted pyridone (IV). The benzyl protecting group of (IV) was finally removed with boron tribromide, yielding the title hydroxypyridone, which was isolated as the dihydrobromide salt.

参考文献中间体

合成目标

【1】 Aytemir, M.D.; et al.; New 4(1H)-pyridinone derivatives as analgesic agents. Arzneim-Forsch Drug Res 1999, 49, 3, 250.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	19171	1-(Chloromethyl)benzene; Benzyl chloride	100-44-7	C₇H₇Cl	详情	详情
(I)	13671	Hydroxymethylpyrone; 3-Hydroxy-2-methyl-4H-pyran-4-one；Maltol;3-Hydroxy-2-methyl-4-pyrone	118-71-8	C₆H₆O₃	详情	详情
(II)	12074	3-(Benzyloxy)-2-methyl-4H-pyran-4-one；3-(benzyloxy)-2-methylpyran-4-one	61049-69-2	C₁₃H₁₂O₃	详情	详情
(III)	24646	2-(1-piperidinyl)-1-ethanamine	27578-60-5	C₇H₁₆N₂	详情	详情
(IV)	31300	3-(benzyloxy)-2-methyl-1-[2-(1-piperidinyl)ethyl]-4(1H)-pyridinone		C₂₀H₂₆N₂O₂	详情	详情

Extended Information