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HRID 1746705作成日:2026年10月26日

O-Toluidine → N-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746705

反応式

関与物質

役割名称HCID仕込み量
反応物O-ToluidineHCID 7242—
反応物DiisopropylethylamineHCID 81531—
反応物6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamideHCID 59447105—
溶媒EthanolHCID 702—
生成物N-(4-hydroxyphenyl)-6-(o-tolylamino)pyrimidine-4-carboxamideHCID 25182757—

反応条件

温度160 °C

反応手順

A solution of 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide, Intermediate 7 (50.0 mg; 0.20 mmol) in ethanol (3 mL) was treated with N-ethyldiisopropylamine (69 μl; 0.4 mmol) and o-toluidine (Fluka, 21.5 μl; 0.20 mmol). The reaction mixture was heated at 160° C. for 3 hours under microwave irradiation. The solvents were removed in vacuo, EtOAc was added and the organic phase was washed with a citric acid solution, dried over magnesium sulfate then evaporated in vacuo. The crude product was purified by column chromatography (silica), eluting with cyclohexane containing an increasing amount of EtOAc. The title compound was obtained as a yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09150519B2
出典データセットuspto-grants-2015_10
ORD IDord-30f70ff972404c0688d1b966d09d51d7
出典メモuspto-grants-2015_10