関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Cyclopropanemethanol | HCID 75644 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | 5-Chloro-4-iodo-2-pyridinecarboxylic acid | HCID 85592091 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 5-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid | HCID 90203638 | 57.2% |
反応手順
To a solution of 5-chloro-4-iodo-pyridine-2-carboxylic acid (CAN 120643-06-3, 600 mg, 2.12 mmol) in THF (20 mL) and DMF (2 mL) was added with stirring potassium tert-butoxide (1.0 g, 8.91 mmol) and cyclopropanemethanol (1.5 mL, 18.8 mmol). The resulting mixture was stirred at 80° C. for 25 h, cooled, acidified with hydrochloric acid (25 mL, 1 N) and partitioned into ethyl acetate. The organic portions were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by prep. HPLC (Gemini NX, acetonitrile/water gradient) to give the title compound (276 mg, 57%) as light yellow solid. MS (ESI, m/z): 228.4 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09409866B2 |
|---|
| 出典データセット | uspto-grants-2016_08 |
|---|
| ORD ID | ord-facf010612ba417b850001705fe85ca0 |
|---|
| 出典メモ | uspto-grants-2016_08 |
|---|
