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HRID 43873作成日:2026年10月25日

Methanol → Ethyl 2-(3-aminoazetidin-1-yl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/43873

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物TetrahydrofuranHCID 8028—
反応物Hydrogen chloride-ethyl acetateHCID 21866389—
反応物Ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl)-1,3-thiazole-5-carboxylateHCID 67548619—
溶媒1,4-DioxaneHCID 31275—
生成物Ethyl 2-(3-aminoazetidin-1-yl)-1,3-thiazole-5-carboxylateHCID 6754875277.6%

反応手順

A 4 N hydrochloric acid/ethyl acetate solution (1.27 mL, 5.09 mmol) was added to a solution of ethyl 2-{3-[(tert-butoxycarbonyl)amino]azetidin-1-yl)-1,3-thiazole-5-carboxylate obtained in Example (217a) (333 mg, 1.02 mmol) in 1,4-dioxane (10 mL) at 0° C., and the mixture was stirred at room temperature for 7.5 hours. Thereafter, a 4 N hydrochloric acid/ethyl acetate solution (1.27 mL, 5.09 mmol), THF (8 mL) and methanol (5 mL) were added, and the mixture was further stirred for 23 hours. The reaction solution was concentrated, and saturated aqueous sodium bicarbonate solution was added to the resulting residue. Thereafter, the mixture was extracted with ethyl acetate, and the combined organic layers were dried over anhydrous magnesium sulfate. Following filtration, the solvent was evaporated under reduced pressure to obtain 180 mg of the title compound as a pale yellow oily substance (78%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08536197B2
出典データセットuspto-grants-2013_09
ORD IDord-dfb9a2c3ad104fda9cc555b732020831
出典メモuspto-grants-2013_09