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Pyrazole, 4-amino-3,5-dimethyl- → 5-{[2,4-dichloro-5-(pyridin-2-yl)benzoyl]amino}-N-(3,5-dimethyl-1H-pyrazol-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyrazole, 4-amino-3,5-dimethyl- | HCID 78931 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 5-(2,4-dichloro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid | HCID 118497035 | — |
| 反応物 | HCID 178484293 | HCID 178484293 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-{[2,4-dichloro-5-(pyridin-2-yl)benzoyl]amino}-N-(3,5-dimethyl-1H-pyrazol-4-yl)-1-phenyl-1H-pyrazole-3-carboxamide | HCID 118497125 | 49.6% |
反応手順
To a solution of 5-(2,4-dichloro-5-(pyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid (Example 111, 110 mg, 0.24 mmol), 3,5-dimethyl-1H-pyrazol-4-amine (30 mg, 0.27 mmol) and DIPEA (0.17 mL, 0.97 mmol) in DMF (1.5 mL) was added 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (101 mg, 0.26 mmol) and the reaction was stirred for 2 hours at room temperature. The reaction was concentrated in vacuo and the residue purified using Preparative HPLC to afford the title compound (65 mg, 49%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09328096B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-f765d43d60414545b93aa72d2a169944 |
| 出典メモ | uspto-grants-2016_05 |