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【结 构 式】

【药物名称】Me[18F]FBWAY

【化学名称】4-(18Fluoro)-3-methyl-N-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-N-(2-pyridinyl)benzamide

【CA登记号】

【 分 子 式 】C26H29FN4O2

【 分 子 量 】447.54663

【开发单位】Lilly (Originator)

【药理作用】PHARMACOLOGICAL TOOLS, 5-HT1A Antagonists

合成路线1

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.

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