1H-1,2,4-triazol-5-amine; 1H-1,2,4-triazol-5-ylamine -Drug Synthesis Database

【结构式】

【分子编号】55760

【品名】1H-1,2,4-triazol-5-amine; 1H-1,2,4-triazol-5-ylamine

【CA登记号】

【分子式】C₂H₄N₄

【分子量】84.08072

【元素组成】C 28.57% H 4.8% N 66.63%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(I)

The cyclization of 1,2,4-triazol-5-amine (I) with 3-acetyltetrahydrofuran-2-one (II) by heating at 155 C gives the triazolopyrimidinone (III) (1), which is treated with refluxing POCl3 to yield 7-chloro-6-(2-chloroethyl)5-methyl-1,2,4-triazolo[1,5-a]pyrimidine (IV). Finally this compound is cyclized with 1-phenylethylamine (V) by means of Na2CO3 in refluxing ethanol to afford the target pyrrolo-triazolo-pyrimidine derivative.

参考文献中间体

合成目标

【1】 Sato, Y.; et al.; Studies on cardiovascular agents. 6. Synthesis and coronary vasodilating and antihypertensive activities of 1,2,4-triazolo[1,5-a]pyrimidines fused to heterocyclic systems. J Med Chem 1980, 23, 8, 927.
【2】 Takagi, H.; Sato, Y.; Shimoji, Y.; Kumakura, S. (Sankyo Co., Ltd.); Pyrrolotriazolopyrimidine derivs. and process for the preparation thereof. US 4007189 .

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)	55760	1H-1,2,4-triazol-5-amine; 1H-1,2,4-triazol-5-ylamine		C₂H₄N₄	详情	详情
(II)	24709	3-acetyldihydro-2(3H)-furanone	517-23-7	C₆H₈O₃	详情	详情
(III)	55761	6-(2-hydroxyethyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one		C₈H₁₀N₄O₂	详情	详情
(IV)	55762	7-chloro-6-(2-chloroethyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine		C₈H₈Cl₂N₄	详情	详情
(V)	15148	1-phenylethylamine; DL-a-methylbenzylamine; 1-phenyl-1-ethanamine	618-36-0	C₈H₁₁N	详情	详情

Extended Information