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Tert-Butyl isocyanide → [2-(5-Bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tert-Butyl isocyanide | HCID 23577 | — |
| 反応物 | Perchloric Acid | HCID 24247 | — |
| 反応物 | 5-Bromothiophene-2-carbaldehyde | HCID 78428 | — |
| 反応物 | Aminopyrazine | HCID 78747 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | [2-(5-Bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amine | HCID 69317100 | 54% |
反応手順
237 mg (2.50 mmol) of 2-aminopyrazine were dissolved together with 208 mg (2.50 mmol) of tert-butylisonitrile and 0.27 ml (2.50 mmol) of 5-bromothiophene-2-carbaldehyde in DCM (5 ml). After addition of perchloric acid (0.25 ml), the mixture was stirred at RT for 5 d. Washing was then performed with a sat. aq. sodium carbonate solution and a sat. aq. common salt solution. The organic phase was dried over magnesium sulfate, filtered and evaporated under a vacuum. After carrying out column chromatography (EA/DIPE/DCM 2:2:1) with the group, 471 mg (1.3 mmol, 54% of theoretical) of [2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-tert-butyl-amine were obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07420056B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-349aa6a045c34d0c965d1e3ca68e6ff0 |
| 出典メモ | uspto-grants-2008_09 |