ethyl 4-(4-chlorobenzoyl)-5-methyl-3-isoxazolecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】30425

【品名】ethyl 4-(4-chlorobenzoyl)-5-methyl-3-isoxazolecarboxylate

【CA登记号】

【分子式】C₁₄H₁₂ClNO₄

【分子量】293.70632

【元素组成】C 57.25% H 4.12% Cl 12.07% N 4.77% O 21.79%

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：(III)

Condensation of ketoester (I) with ethyl chloro(hydroxymino)acetate (II) provided isoxazole (III), which was cyclized to isoxazolopyridazine (IV) using hydrazine. Alkylation of (II) with ethyl bromoacetate gave ester (V), which was finally hydrolyzed with NaOH to afford the title carboxylic acid.

参考文献中间体

合成目标

【1】 Ciciani, G.; et al.; 5-Acyl-6-aryl-4-nitro-3(2H)pyridazinones and related 4-amino compounds: Synthesis and pharmacological evaluation. J Pharm Sci 1991, 80, 4, 341-348.
【2】 Barlocco, D.; Vianello, P.; Dal Piaz, V.; Constantino, L.; Giovannoni, M.P.; Gamberini, C.; Rastelli, G.; Isoxazolo-[3,4-d]-pyridazin-7-(6H)-one as a potential substrate for new aldose reductase inhibitors. J Med Chem 1999, 42, 11, 1894.

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)	30423	ethyl 3-(4-chlorophenyl)-3-oxopropanoate		C₁₁H₁₁ClO₃	详情	详情
(II)	30424	2-ethoxy-N-hydroxy-2-oxoethanimidoyl chloride	14337-43-0	C₄H₆ClNO₃	详情	详情
(III)	30425	ethyl 4-(4-chlorobenzoyl)-5-methyl-3-isoxazolecarboxylate		C₁₄H₁₂ClNO₄	详情	详情
(IV)	30426	4-(4-chlorophenyl)-3-methylisoxazolo[3,4-d]pyridazin-7(6H)-one		C₁₂H₈ClN₃O₂	详情	详情
(V)	30427	ethyl 2-[4-(4-chlorophenyl)-3-methyl-7-oxoisoxazolo[3,4-d]pyridazin-6(7H)-yl]acetate		C₁₆H₁₄ClN₃O₄	详情	详情

Extended Information