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HRID 1693505作成日:2026年10月25日

p-Toluenesulfonic acid → 5,6-bis-(4-chloro-phenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyrazine

https://huagongshe.com/reaction/1693505

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物1,2-Ethanedione, 1,2-bis(4-chlorophenyl)-HCID 18946—
反応物Sodium BicarbonateHCID 516892—
反応物2-phenyl-2H-pyrazole-3,4-diamineHCID 10654819—
溶媒MethanolHCID 887—
生成物5,6-bis-(4-chloro-phenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyrazineHCID 11618564—

反応条件

温度80 °C

反応手順

A mixture of 1,2-bis-(4-chloro-phenyl)-ethane-1,2-dione from Step A (˜20 mg), 2-phenyl-2H-pyrazole-3,4-diamine from Step B (25 mg) and p-TSA in MeOH (1 mL) is heated to 80° C. for 2 h. After cooling down to room temperature, the mixture is treated with saturated aqueous NaHCO3 solution (3 mL) and extracted with EtOAc (3×2 mL). The organic layers are combined and concentrated. The residue is purified by Preparative LC/MS to provide the title compound 5,6-bis-(4-chloro-phenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyrazine. 1H NMR (CDCl3) δ(ppm) 8.51(s, 1H), 8.34 (d, 2H), 7.56(t, 2H), 7.46(d, 2H), 7.32˜7.43 (m, 7H); HPLC-MS calculated for C23H14Cl2N4 (M+H+): 417.1. Found: 417.1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08158634B2
出典データセットuspto-grants-2012_04
ORD IDord-1227e6520551406cb8c2f584572f9750
出典メモuspto-grants-2012_04