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Triethylamine → tert-Butyl (4-formylpyridin-2-yl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-(Boc-amino)-4-(hydroxymethyl)pyridine | HCID 23151001 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | tert-Butyl (4-formylpyridin-2-yl)carbamate | HCID 21306993 | 83% |
反応手順
(4-Hydroxymethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.91 g, 8.51 mmol) was dissolved in dry DMSO (10 mL) and the reaction flask immersed in a waterbath at 15° C. Triethylamine (1.72 g, 17.0 mmol) was added followed by sulfur trioxide pyridine complex (2.41 g, 15.1 mmol). The reaction mixture was stirred for 2 h and poured onto crushed ice and the product extracted with CHCl3. The organic extract was washed with water, dried concentrated under reduced pressure. The crude product was purified by flash chromatography (hexane/EtOAc, 80:20) to give (4-Formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (1.57 g, 83%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07354895B1 |
| 出典データセット | uspto-grants-2008_04 |
| ORD ID | ord-dc2462846a624fa5b17e25a029b64325 |
| 出典メモ | uspto-grants-2008_04 |