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HRID 1878632作成日:2026年10月26日

Binap, (A+-)- → 2-Butyl-5-(4-phenylpyridin-3-ylamino)isoindolin-1-one

https://huagongshe.com/reaction/1878632

反応式

関与物質

役割名称HCID仕込み量
反応物Binap, (A+-)-HCID 634876—
反応物3-Bromo-4-phenylpyridineHCID 2762928—
反応物Sodium t-butoxideHCID 23676156—
反応物5-Amino-2-butyl-2,3-dihydro-1H-isoindol-1-oneHCID 67432065—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物2-Butyl-5-(4-phenylpyridin-3-ylamino)isoindolin-1-oneHCID 5347712946%

反応条件

温度120 °C

反応手順

3-Bromo-4-phenylpyridine (125 mg, 0.534 mmol) was added to a suspension of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) (33 mg, 0.053 mmol) and tris(dibenzylideneacetone)dipalladium(0) (Pd2(dba)3) (49 mg, 0.053 mmol) in toluene (5 mL). 5-Amino-2-butylisoindolin-1-one (120 mg, 0.587 mmol) and sodium tert-butoxide (128 mg, 1.335 mmol) were added and the mixture was stirred and heated in the microwave (120° C., 300 W, 75 min). Water and ethyl acetate were added, the organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with water and dried over MgSO4. Purification by flash chromatography (dichloromethane/methanol, gradient 1-5% methanol) provided 2-butyl-5-(4-phenylpyridin-3-ylamino)isoindolin-1-one (56 mg, 46%). ESI-MS [M+H]+=358.2.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08314120B2
出典データセットuspto-grants-2012_11
ORD IDord-91b69fd51ec14050860577b9e1cd9ae3
出典メモuspto-grants-2012_11