関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetonitrile | HCID 6342 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phenylacetylene | HCID 10821 | — |
| 反応物 | ethyl 2-bromo-1,4-dimethyl-1H-imidazole-5-carboxylate | HCID 13897513 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Trifluoroacetic acid | HCID 6422 | — |
| 生成物 | 3,5-Dimethyl-2-phenylethynyl-3H-imidazole-4-carboxylic acid ethyl ester | HCID 9835126 | 29% |
反応手順
In analogy to the method as described in Chem. Pharm. Bull. 1987, 35(2), 823-828, 17.5 mg (0.025 mmol) bis-(triphenylphosphine)-palladium-II-chloride, 2.9 mg (0.015 mmol) cuprous iodide, 60.5 mg (0.6 mmol) triethylamine, 32.4 mg (0.3 mmol) ethynylbenzene and 61.8 mg (0.25 mmol) 2-bromo-3,5-dimethyl-3H-imidazole-4-carboxylic acid ethyl ester are dissolved in 1 ml DMF and shaken for 3 h at 90° C. The title compound (19.3 mg, 29%, MS: m/e=269.3, [M+H+]) was isolated from the reaction mixture by HPLC chromatography (YMC CombiPrep C18 column 50×20 mm, solvent gradient 10-95% CH3CN in 0.1 % TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06706707B2 |
|---|
| 出典データセット | uspto-grants-2004_03 |
|---|
| ORD ID | ord-47219f08aa5c4ac497f38e43054e7af5 |
|---|
| 出典メモ | uspto-grants-2004_03 |
|---|
