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tert-Butanol → tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-Butanol | HCID 6386 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| 反応物 | 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 673686 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate | HCID 67957972 | — |
反応手順
4-Bromo-2-methyl-2H-pyrazole-3-carboxylic acid (2 g, 9.76 mmol) and triethylamine (1.50 mL, 10.73 mmol) were combined in toluene (10 mL). Diphenylphosphoryl azide (2.31 mL, 10.73 mmol) was added and the reaction stirred at room temperature for 3 hours. tert-Butanol (1.12 mL, 11.71 mmol) was added and the reaction was stirred at 60° C. overnight. After cooling the t-BuOH was removed under vacuum and the reaction was submitted to EtOAc/H2O workup. The crude material was purified via silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09272990B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-42ab1a38aafa4a9999ebc7f8487eebf0 |
| 出典メモ | uspto-grants-2016_03 |