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Triethylamine → Methyl 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methyl 5-bromo-4-oxopentanoate | HCID 9855825 | — |
| 反応物 | 1-(5-Bromo-3-phenoxypyridin-2-yl)thiourea | HCID 86631481 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Methyl 3-(2-(5-bromo-3-phenoxypyridin-2-ylamino)thiazol-4-yl)propanoate | HCID 86631509 | 80.2% |
反応手順
A mixture of methyl 5-bromo-4-oxopentanoate (2.51 g, 12.0 mmol), 1-(5-bromo-3-phenoxypyridin-2-yl)thiourea (3.00 g, 9.25 mmol), triethylamine (2.19 mL, 15.7 mmol), and ethanol (60 mL) was refluxed for 3 hours and then stirred at ambient temperature overnight. The solvent was removed to about one third original volume and partitioned between CH2Cl2 and water. The organics were concentrated and purified on silica gel eluting with 40% EtOAc/Hexanes to give the title compound (3.22 g, 80.1% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08883828B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-6a048f3f88864395ae35042aa242ef6f |
| 出典メモ | uspto-grants-2014_11 |