【结 构 式】 |
【分子编号】45360 【品名】4-fluoro-3-methylbenzoic acid 【CA登记号】 |
【 分 子 式 】C8H7FO2 【 分 子 量 】154.1407832 【元素组成】C 62.34% H 4.58% F 12.33% O 20.76% |
合成路线1
该中间体在本合成路线中的序号:(VI)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 |