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Triethylamine → 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Amino-m-cresol | HCID 17819 | — |
| 反応物 | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447105 | — |
反応手順
A cooled (0° C.) solution of 4-amino-m-cresol (Fluka, 4.17 g, 33.9 mmol) and triethylamine (23.6 mL, 0.170 mol) in dry dichloromethane (100 mL) was treated with 6-chloropyrimidine-4-carbonyl chloride, obtained as described above for Intermediate 7, step 1 (6.0 g, 34 mmol) and the resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated in vacuo, diluted with water and extracted with EtOAc. The combined organic layers were dried on magnesium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (silica) using as eluent petroleum ether/EtOAc to afford the title compound as yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09150519B2 |
| 出典データセット | uspto-grants-2015_10 |
| ORD ID | ord-4b35866d05344bb0b67c01cb54d3232b |
| 出典メモ | uspto-grants-2015_10 |