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HRID 75964作成日:2026年10月24日

N,N-Dimethylglycine hydrochloride → Methyl 3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy)-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate

https://huagongshe.com/ja/reaction/75964

反応式

関与物質

役割名称HCID仕込み量
反応物N,N-Dimethylglycine hydrochlorideHCID 75605—
反応物2-(4-Iodophenyl)-5-methyl-[1,3,4]oxadiazoleHCID 676569—
反応物Methyl 3-hydroxy-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoateHCID 66971906—
触媒Copper iodideHCID 83717—
溶媒1,4-DioxaneHCID 31275—
生成物Methyl 3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenoxy)-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoateHCID 6697205930.7%

反応手順

To a stirred mixture of Methyl 3-hydroxy-5-(1-methyl-2-oxopyrrolidin-3-yloxy)benzoate (15 g) (Intermediate 3), N,N-dimethylglycine hydrochloride (2.3 g), copper (II) iodide (1 g) in dry 1,4-dioxane was added 2-(4-iodophenyl)-5-methyl-1,3,4-oxadiazole (15.4 g) (Intermediate 4) under nitrogen. The reaction mixture was refluxed for 24 h. The reaction mixture was cooled, quenched with water and extracted with DCM. Combined organic washings were washed with water, brine, dried over Na2SO4, filtered and concentrated in vacuo to get the crude product. The crude product was purified by column chromatography using silica gel as stationary phase and ethyl acetate: petroleum ether (9:1) as mobile phase to give the product (7 g) as thick liquid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08835469B2
出典データセットuspto-grants-2014_09
ORD IDord-5e29f283917d45e2a7c3fd3018e4b0ee
出典メモuspto-grants-2014_09