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Potassium Carbonate → benzyl 2-[(2-chlorophenyl)methylamino]-5-methylidene-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 | alpha-Bromo-o-chlorotoluene | HCID 11905 | — |
| 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-chlorophenyl)methylamino]-5-methylidene-4H-imidazole-3-carboxylate | HCID 178430741 | 88.2% |
反応手順
A suspension of 2-amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester* (46.62 mg, 0.20 mmol), 2-chlorobenzylbromide (41.0 mg, 0.20 mmol) and K2CO3 (41.4 mg, 0.30 mmol) in acetonitrile (1.5 mL) was heated to reflux under argon for 3 hrs. Cooled to r.t. and the reaction mixture was partitioned between EtOAc and water. The organic layer was dried over Na2SO4 and concentrated to give 2-(2-chloro-benzylamino)-4-methylene-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester as an oil (63.0 mg, 88.2%). * 2-amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester was prepared according to the method described by C-H Kwon et al. J. Med. Chem. 1991, 34,1845-1849.
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-9cbd98cfd6c44c43addc7e310e9ba53c |
| 出典メモ | uspto-grants-2007_09 |