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2,3-Dimethyl 2,3-pyridinedicarboxylate → Methyl 2-(2-(4-fluorophenyl)acetyl)nicotinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,3-Dimethyl 2,3-pyridinedicarboxylate | HCID 69058 | — |
| 反応物 | HCID 178505759 | HCID 178505759 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 2-(2-(4-fluorophenyl)acetyl)nicotinate | HCID 69046764 | — |
反応手順
To a solution of dimethylpyridine-2,3-dicarboxylate (1.0 g, 5.1 mmol) in tetrahydrofuran (50 ml) was added (4-fluorobenzyl)magnesium chloride (0.25 M in tetrahydrofuran, 20 ml, 5.1 mmol) through a syringe at −78° C. The reaction mixture was stirred at the same temperature for 30 minutes and was quenched with addition of water. After warming up to room temperature, the reaction mixture was partitioned between ethyl acetate and brine. The organic phase was washed with brine and concentrated. The residue was purified by flash chromatography (15% ethyl acetate in hexane) to give the title compound. MS (DCI/NH3) m/z 274 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09283222B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-1b1ea2cf0e1a486ebede5778174e32b0 |
| 出典メモ | uspto-grants-2016_03 |