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Sodium hydride → 1-[3-(Pyridin-2-ylmethoxymethyl)-phenyl]-1H-imidazole-4-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Methanesulfonic acid pyridin-2-ylmethyl ester | HCID 22417657 | — |
| 反応物 | 1-(3-Hydroxymethyl-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester | HCID 57826359 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-[3-(Pyridin-2-ylmethoxymethyl)-phenyl]-1H-imidazole-4-carboxylic acid ethyl ester | HCID 16045346 | 28% |
反応手順
To a suspension of NaH (120 mg, 3 mmol, 60% in mineral oil) in dry THF (10 mL) at 0° C. under N2 atmosphere was added a solution of compound 7 (394 mg, 1.2 mmol) in dry THF (5 mL) and reaction mixture was allowed to stir for 30 min at room temperature. Compound 11 (300 mg, 1.2 mmol) in THF (2 mL) was then added and stirring was continued for 12 h at room temperature [reaction was followed by TLC]. Reaction mixture was quenched with water (5 mL), extracted with CH2Cl2 (40 mL), washed with brine, dried over Na2SO4 and concentrated. The crude mass was purified by column chromatography over silica gel using 10% methanol in chloroform as eluant to give 11a (110 mg, 28%) as pale yellow solid, mp 76.7-78.8° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07939556B2 |
| 出典データセット | uspto-grants-2011_05 |
| ORD ID | ord-7887cf0a092a49fc9a0ce7ba93b72e2f |
| 出典メモ | uspto-grants-2011_05 |