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2-Bromo-1-(2-ethylphenyl)ethan-1-one → (S)-2-{[5-(2-Ethyl-benzoyl)-thiazol-2-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Bromo-1-(2-ethylphenyl)ethan-1-one | HCID 23442601 | — |
| 反応物 | 2-(S)-(3-dimethylaminomethylene-thioureidomethyl)-pyrrolidine-1-carboxylic acid 1,1-dimethylethyl ester | HCID 86596520 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (S)-2-{[5-(2-Ethyl-benzoyl)-thiazol-2-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 11407360 | 65.1% |
反応手順
To a solution of 2-(S)-(3-dimethylaminomethylene-thioureidomethyl)-pyrrolidine-1-carboxylic acid 1,1-dimethylethyl ester (150 mg) in N,N-dimethylformamide (2 ml) was added 2-bromo-1-(2-ethylphenyl)-ethanone (109 mg). The mixture was stirred 65 h at room temperature, diluted with dichloromethane, washed twice with water, once with brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (2:1 ethyl acetate/hexane eluant) to afford the product as yellow oil (129 mg, 65%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07265109B2 |
| 出典データセット | uspto-grants-2007_09 |
| ORD ID | ord-bf3e490fcf9b45348465e83ac676c10c |
| 出典メモ | uspto-grants-2007_09 |