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HRID 386797作成日:2026年10月26日

2-(Propane-2-sulfonyl)aniline → Methyl 4'-(5-chloro-4-(2-(isopropylsulfonyl)phenylamino)pyridin-2-ylamino)-5'-methoxy-2'-methylbiphenyl-4-carboxylate

https://huagongshe.com/reaction/386797

反応式

関与物質

役割名称HCID仕込み量
反応物2-(Propane-2-sulfonyl)anilineHCID 12646366—
反応物Dicyclohexyl(2',4',6'-tripropyl-[1,1'-biphenyl]-2-yl)phosphineHCID 21081571—
反応物Sodium t-butoxideHCID 23676156—
反応物Methyl 4'-(4-bromo-5-chloropyridin-2-ylamino)-5'-methoxy-2'-methylbiphenyl-4-carboxylateHCID 59764478—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 4'-(5-chloro-4-(2-(isopropylsulfonyl)phenylamino)pyridin-2-ylamino)-5'-methoxy-2'-methylbiphenyl-4-carboxylateHCID 59764572—

反応条件

温度150 °C

反応手順

Methyl 4′-(4-bromo-5-chloropyridin-2-ylamino)-5′-methoxy-2′-methylbiphenyl-4-carboxylate generated in Step 2 (9 mg, 0.022 mmol), 2-(isopropylsulfonyl)aniline (4 mg, 0.022 mmol, 1 equiv), Pd2(dba)3 (1.7 mg, 0.002 mmol, 0.1 equiv.), 2-(Dicyclohexylphosphino)-2′,4′,6′-tri-1-propyl-1,1′-biphenyl (1.8 mg, 0.004 mmol, 0.2 equiv.), and Sodium tert-butoxide (2.7 mg, 0.028 mmol, 1.3 equiv.) are added to THF (1 mL). The resulting mixture is bubbled with N2 gas for 5 minutes and then heated at 150° C. for 4 hours. After cooling to room temperature, the reaction mixture is diluted into EtOAc and washed with H2O. The EtOAc layer is dried over Mg2SO4 and concentrated in vacuo. Silica gel chromatography (hexanes-EtOAc) affords Methyl 4′-(5-chloro-4-(2-(isopropylsulfonyl)phenylamino)pyridin-2-ylamino)-5′-methoxy-2′-methylbiphenyl-4-carboxylate (254); MS m/z 580.2 (M+1).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08372858B2
出典データセットuspto-grants-2013_02
ORD IDord-c8642433aedc4b6eb6f9650cb1de9676
出典メモuspto-grants-2013_02