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HRID 255076作成日:2026年10月26日

Triethylamine → Adamantane-1-carboxylic acid (5-chloro-thiazol-2-yl)-amide

https://huagongshe.com/reaction/255076

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物2-Amino-5-chlorothiazoleHCID 38942—
反応物1-Adamantanecarbonyl chlorideHCID 98915—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒TetrahydrofuranHCID 8028—
溶媒Ethyl AcetateHCID 8857—
生成物Adamantane-1-carboxylic acid (5-chloro-thiazol-2-yl)-amideHCID 8661904851.3%

反応条件

温度80 °C

反応手順

A mixture of 2-amino-5-chlorothiazole (2.00 g, 14.9 mmol), 1-adamantanecarbonyl chloride (3.54 g, 17.8 mmol), 4-dimethylaminopyridine (1.10 g, 0.90 mmol) and triethylamine (4.15 mL, 23.0 mmol) in 80 mL of THF was stirred at 80° C. for 48 hours The mixture was cooled to ambient temperature, diluted with 100 mL of ethyl acetate and washed with brine. The layers were separated and the aqueous phase was extracted twice with 50 mL of ethyl acetate. The combined organic extracts were dried over anhydrous Na2SO4, filtered, and concentrated. Purification by column chromatography (SiO2, dichloromethane) afforded 2.27 g of the title compound: MS (DCI/NH3) m/z 297 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07875639B2
出典データセットuspto-grants-2011_01
ORD IDord-db9f264b210b4ee888b9dfde0a1eb5e9
出典メモuspto-grants-2011_01