methyl 5-[[1,5-bis(4-methoxyphenyl)-1H-pyrazol-3-yl](hydroxy)methyl]-2-chlorobenzoate -Drug Synthesis Database

【结构式】

【分子编号】25547

【品名】methyl 5-[[1,5-bis(4-methoxyphenyl)-1H-pyrazol-3-yl](hydroxy)methyl]-2-chlorobenzoate

【CA登记号】

【分子式】C₂₆H₂₃ClN₂O₅

【分子量】478.9318

【元素组成】C 65.2% H 4.84% Cl 7.4% N 5.85% O 16.7%

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：(XVII)

An further synthetic route to the intermediate ketoester (XI) is depicted in Scheme 23794901c. Pyrazole aldehyde (XIV) was condensed with 5-bromo-2-chlorobenzoic acid (XV) in the presence of two equivalents of n--BuLi to afford carbinol (XVI). Subsequent reaction of (XVI) with (trimethylsilyl) diazomethane provided methyl ester (XVII). Then, oxidation of (XVII) with activated MnO2 in boiling 1,2-dichloroethane led to the required ketone (XI).

参考文献中间体

合成目标

【1】 Numata, H.; Okamoto, Y.; Shinoda, M.; Kobayashi, N.; Miyazawa, S.; Kawahara, T.; Shirota, H.; Nagakura, N.; Horizoe, T.; Abe, S.; Kobayashi, S.; Yamanaka, T. (Eisai Co., Ltd.); Pyrazole derivs. exhibiting anti-inflammatory and analgesic effects. JP 1998509140; WO 9614302 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XI)	25541	methyl 5-[[1,5-bis(4-methoxyphenyl)-1H-pyrazol-3-yl]carbonyl]-2-chlorobenzoate		C₂₆H₂₁ClN₂O₅	详情	详情
(XIV)	25544	1,5-bis(4-methoxyphenyl)-1H-pyrazole-3-carbaldehyde		C₁₈H₁₆N₂O₃	详情	详情
(XV)	25545	5-bromo-2-chlorobenzoic acid	21739-92-4	C₇H₄BrClO₂	详情	详情
(XVI)	25546	5-[[1,5-bis(4-methoxyphenyl)-1H-pyrazol-3-yl](hydroxy)methyl]-2-chlorobenzoic acid		C₂₅H₂₁ClN₂O₅	详情	详情
(XVII)	25547	methyl 5-[[1,5-bis(4-methoxyphenyl)-1H-pyrazol-3-yl](hydroxy)methyl]-2-chlorobenzoate		C₂₆H₂₃ClN₂O₅	详情	详情

Extended Information