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Potassium Carbonate → 7-chloro-3-(4-methoxycarbonyl-2-oxo-2H-pyridin-1-ylmethyl)-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Methyl 3-(bromomethyl)-7-chloro-4-oxo-1-phenyl-1,4-dihydroquinoline-2-carboxylate | HCID 86672058 | — |
| 反応物 | HCID 178498433 | HCID 178498433 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 7-chloro-3-(4-methoxycarbonyl-2-oxo-2H-pyridin-1-ylmethyl)-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester | HCID 70816838 | 46.4% |
反応手順
A solution of 3-bromomethyl-7-chloro-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (550 mg, 1.35 mmol), methyl-2-hydroxyisonicotinate (290 mg, 1.89 mmol) and potassium carbonate (280 mg, 2.03 mmol) in N,N-dimethylformamide (15 mL) was stirred at 25° C. overnight. At this time, the reaction was concentrated in vacuo. Flash chromatography (ISCO column, 40% ethyl acetate/hexanes) afforded 7-chloro-3-(4-methoxycarbonyl-2-oxo-2H-pyridin-1-ylmethyl)-4-oxo-1-phenyl-1,4-dihydro-quinoline-2-carboxylic acid methyl ester (300 mg, 46%) as a white solid. MS m/e calcd for C25H19ClN2O6 [(M+H)+] 479.0. Found 479.0.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08471027B2 |
| 出典データセット | uspto-grants-2013_06 |
| ORD ID | ord-9d5db74205f34643b051a3fe1b73c214 |
| 出典メモ | uspto-grants-2013_06 |