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Tetrahydrofuran → Methyl 6-iodo-5-(2-(thiophen-3-yl)ethoxy)nicotinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| 反応物 | Thiophene-3-ethanol | HCID 83731 | — |
| 反応物 | HCID 178524761 | HCID 178524761 | — |
| 生成物 | Methyl 6-iodo-5-(2-(thiophen-3-yl)ethoxy)nicotinate | HCID 57900415 | 93.2% |
反応手順
To a solution containing 5-hydroxy-6-iodonicotinate (3.70 g, 13.3 mmol;), 2-(3-thienyl)ethanol (1.90 mL, 17.2 mmol), and triphenylphosphine (4.52 g, 17.2 mmol;) in tetrahydrofuran (73.3 mL, 903 mmol;) was added Diisopropyl azodicarboxylate (3.39 mL, 17.2 mmol;) dropwise. The reaction mixture was stirred at RT o/n. The reaction mixture was concentrated and purified by flash chromatography EtOAc/Hex (0-100%) (eluted at 30%) to give methyl 6-iodo-5-(2-(thiophen-3-yl)ethoxy)nicotinate (93.2% yield). MS: (ESI+) 390.1
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08846762B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-2043bf8acd764dada998be60618b26bc |
| 出典メモ | uspto-grants-2014_09 |