関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 1,2-Ethanedione, 1,2-bis(4-chlorophenyl)- | HCID 18946 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | 2-phenyl-2H-pyrazole-3,4-diamine | HCID 10654819 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 5,6-bis-(4-chloro-phenyl)-1-phenyl-1H-pyrazolo[3,4-b]pyrazine | HCID 11618564 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08158634B2 |
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| 出典データセット | uspto-grants-2012_04 |
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| ORD ID | ord-1227e6520551406cb8c2f584572f9750 |
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| 出典メモ | uspto-grants-2012_04 |
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