関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Trimethylsilyl cyanide | HCID 82115 | — |
| 反応物 | 3-(benzyloxy)-5-bromopyridine N-oxide | HCID 58213489 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 5-(Benzyloxy)-3-bromopicolinonitrile | HCID 67117707 | — |
反応手順
To a solution of 53-(benzyloxy)-5-bromopyridine 1-oxide (from step 2) (1.0 eq.) in acetonitrile (0.2 M) was added trimethylsilyl cyanide (TMSCN) (4.0 eq.) and triethylamine (3.0 eq.). The reaction was heated at 100° C. overnight. After cooling to room temperature, the solvent was concentrated en vacuo, and the residue was purified by a COMBIFLASH® system (ISCO) using 0-40% ethyl acetate in hexane to give a mixture of two benzoxy regioisomers, one of which was the desired product. The mixture was carried onto the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09408907B2 |
|---|
| 出典データセット | uspto-grants-2016_08 |
|---|
| ORD ID | ord-07f31cbe7b804a029297f3acc9927f3f |
|---|
| 出典メモ | uspto-grants-2016_08 |
|---|
