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HRID 2077516作成日:2026年10月25日

Sodium Carbonate Monohydrate → N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide

https://huagongshe.com/reaction/2077516

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium Carbonate MonohydrateHCID 2735133—
反応物3-Fluoro-4-methoxyphenylboronic acidHCID 2782194—
反応物N-(6-bromo-1,3-benzothiazol-2-yl)acetamideHCID 3240669—
反応物N-(7-bromobenzo[d]thiazol-2-yl)acetamideHCID 57584914—
触媒HCID 178418476HCID 178418476—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamideHCID 57584946—
生成物N-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamideHCID 86627994—

反応条件

温度85 °C

反応手順

The mixture (302.6 mg, 1.116 mmol) of N-(7-bromobenzo[d]thiazol-2-yl)acetamide and N-(6-bromobenzo[d]thiazol-2-yl)acetamide, 3-fluoro-4-methoxyphenylboronic acid (298 mg, 1.75 mmol), sodium carbonate monohydrate (0.247 mL, 4.48 mmol), and dichlorobis(triphenylphosphine)palladium (II) (168 mg, 0.239 mmol) were suspended in 1,2-dimethoxyethane (3.5 mL), water (1.5 mL) and EtOH (1.0 mL). The reaction flask was fit with a reflux condensor and placed in a preheated oil bath (85° C.) and stirred under argon for 1 hour. The reaction was cooled to room temperature and allowed to stand overnight. It was then filtered through a Celite® (diatomaceous earth) pad, and the solid was washed with MeOH, DCM, and DME. The filtrate was concentrated and treated with DCM. The resulting precipitate was collected by filtration and the crude was further purified by HPLC to provide N-(7-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide and N-(6-(3-Fluoro-4-methoxyphenyl)benzo[d]thiazol-2-yl)acetamide.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07928140B2
出典データセットuspto-grants-2011_04
ORD IDord-79222293d2ca422582a2e4ede6183025
出典メモuspto-grants-2011_04