関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Methyl 5-hydroxypyridine-3-carboxylate | HCID 354317 | — |
| 反応物 | 4-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazole | HCID 9794289 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Methyl 5-(5-methyl-2-phenyl-4-oxazolyl)methoxy-3-pyridinecarboxylate | HCID 17861341 | 59.6% |
反応手順
A mixture of 4-chloromethyl-5-methyl-2-phenyloxazole (13.4 g), methyl 5-hydroxypyridine-3-carboxylate (9.84 g), anhydrous potassium carbonate (8.90 g) and N,N-dimethylformamide (100 mL) was stirred overnight at 80° C. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. The obtained residue was subjected to silica gel column chromatography to give crystals (12.42 g, 59%) of methyl 5-(5-methyl-2-phenyl-4-oxazolyl)methoxy-3-pyridinecarboxylate from a fraction eluted with ethyl acetate-hexane (1:2, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 119-120° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07238716B2 |
|---|
| 出典データセット | uspto-grants-2007_07 |
|---|
| ORD ID | ord-d1bd088faabb414483af9b9183fc50a5 |
|---|
| 出典メモ | uspto-grants-2007_07 |
|---|