4-fluoro-3-methylbenzoyl chloride -Drug Synthesis Database

【结构式】

【分子编号】45361

【品名】4-fluoro-3-methylbenzoyl chloride

【CA登记号】

【分子式】C₈H₆ClFO

【分子量】172.5861432

【元素组成】C 55.68% H 3.5% Cl 20.54% F 11.01% O 9.27%

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：(VII)

Condensation of 4-(dimethylamino)-3-methylbenzoic acid (I) with pentamethylbenzyl chloride (II) in the presence of Et3N afforded ester (III). The tertiary amino group of (III) was then methylated using methyl trifluoromethane-sulfonate to provide ammonium salt (IV). Subsequent displacement of the trimethylammonium salt of (IV) for a 18F-, followed by cleavage of the benzyl ester (V) with trifluoroacetic acid, provided the labeled intermediate 4-18fluoro-3-methylbenzoic acid (VI). Treatment of (VI) with dichloromethyl methyl ether gave the corresponding acid chloride (VII), which was finally coupled with amine (WAY 100634)(VIII) to produce the target amide.

参考文献中间体

合成目标

【1】 Lang, L.; et al.; Development of fluorine-18-labeled 5-HT1A antagonists. J Med Chem 1999, 42, 9, 1576.

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)	24648	4-(dimethylamino)-3-methylbenzoic acid		C₁₀H₁₃NO₂	详情	详情
(II)	24649	1-(chloromethyl)-2,3,4,5,6-pentamethylbenzene	484-65-1	C₁₂H₁₇Cl	详情	详情
(III)	24650	2,3,4,5,6-pentamethylbenzyl 4-(dimethylamino)-3-methylbenzoate		C₂₂H₂₉NO₂	详情	详情
(IV)	24651	N,N,N,2-tetramethyl-4-[[(2,3,4,5,6-pentamethylbenzyl)oxy]carbonyl]benzenaminium		C₂₃H₃₂NO₂	详情	详情
(V)	24652	2,3,4,5,6-pentamethylbenzyl 4-fluoro-3-methylbenzoate		C₂₀H₂₃FO₂	详情	详情
(V)	45359	2,3,4,5,6-pentamethylbenzyl 4-fluoro-3-methylbenzoate		C₂₀H₂₃FO₂	详情	详情
(VI)	24653	4-fluoro-3-methylbenzoic acid		C₈H₇FO₂	详情	详情
(VI)	45360	4-fluoro-3-methylbenzoic acid		C₈H₇FO₂	详情	详情
(VII)	24654	4-fluoro-3-methylbenzoyl chloride		C₈H₆ClFO	详情	详情
(VII)	45361	4-fluoro-3-methylbenzoyl chloride		C₈H₆ClFO	详情	详情
(VIII)	24655	N-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-2-pyridinamine		C₁₈H₂₄N₄O	详情	详情

Extended Information