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Potassium Carbonate → benzyl 2-[(2,4-dimethylphenyl)methylamino]-5-oxo-4H-imidazole-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 1-(Bromomethyl)-2,4-dimethylbenzene | HCID 2734604 | — |
| 反応物 | 2-Amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester | HCID 15054183 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | benzyl 2-[(2,4-dimethylphenyl)methylamino]-5-oxo-4H-imidazole-3-carboxylate | HCID 178425527 | 24.9% |
反応手順
A suspension of 2-amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester (93.2 mg, 0.40 mmol), 2,4-dimethylbenzylbromide (79.64 mg, 0.40 mmol) and K2CO3 (83.01 mg, 0.60 mmol) in acetonitrile (8 mL) was heated to reflux under argon for 45 min. Partition between EtOAc and water to give a suspension. Filter off the solid to give 2-(2,4-dimethyl-benzylamino)-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester (35.0 mg). The filtrate was separated, dried to give an oil which was purified by preparative TLC, eluted with 50% nHex/EtOAc to give 60.0 mg of 2-(2, 4-dimethyl-benzylamino)-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester as a white solid (total yield: 95.0 mg, 67.7%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07268231B2 |
| 出典データセット | uspto-grants-2007_09 |
| ORD ID | ord-5f26461ea2034018b59668be95f02de0 |
| 出典メモ | uspto-grants-2007_09 |