2-(1H-1,2,3-triazol-1-yl)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】31534

【品名】2-(1H-1,2,3-triazol-1-yl)-1-ethanol

【CA登记号】

【分子式】C₄H₇N₃O

【分子量】113.1192

【元素组成】C 42.47% H 6.24% N 37.15% O 14.14%

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：(VIII)

Quinazolinone (III) was prepared by treatment of aminobenzamide (I) with Gold's reagent (II) in refluxing dioxan. Subsequent chlorination using thionyl chloride gave chloroquinazoline (IV). Nucleophilic displacement of the chlorine atom of (IV) with 4-bromo-2-fluoroaniline (V) yielded the anilinoquinazoline (VI). The benzyl group of (VI) was then cleaved with trifluoroacetic acid, and the resulting hydroxyquinazoline (VII) was finally coupled with (hydroxyethyl)triazole (VIII) using DEAD and PPh3 to furnish the title compound.

参考文献中间体

合成目标

【1】 Thomas, A.P.; Johnstone, C.; Hennequin, L.F.; et al.; Design and structure-activity relationship of a new class of potent VEGF receptor tyrosine kinase inhibitors. J Med Chem 1999, 42, 26, 5369.

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)	31528	2-amino-4-(benzyloxy)-5-methoxybenzamide		C₁₅H₁₆N₂O₃	详情	详情
(II)	31529	N-([[(E)-(dimethylamino)methylidene]amino]methylene)-N-methylmethanaminium		C₆H₁₄N₃	详情	详情
(III)	31530	7-(benzyloxy)-6-methoxy-4(3H)-quinazolinone		C₁₆H₁₄N₂O₃	详情	详情
(IV)	31531	benzyl 4-chloro-6-methoxy-7-quinazolinyl ether; 7-(benzyloxy)-4-chloro-6-methoxyquinazoline		C₁₆H₁₃ClN₂O₂	详情	详情
(V)	14723	4-Bromo-2-fluorophenylamine; 4-Bromo-2-fluoroaniline	367-24-8	C₆H₅BrFN	详情	详情
(VI)	31532	7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxy-4-quinazolinamine; N-[7-(benzyloxy)-6-methoxy-4-quinazolinyl]-N-(4-bromo-2-fluorophenyl)amine		C₂₂H₁₇BrFN₃O₂	详情	详情
(VII)	31533	4-(4-bromo-2-fluoroanilino)-6-methoxy-7-quinazolinol		C₁₅H₁₁BrFN₃O₂	详情	详情
(VIII)	31534	2-(1H-1,2,3-triazol-1-yl)-1-ethanol		C₄H₇N₃O	详情	详情

Extended Information