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3-Bromo-4-fluorobenzaldehyde → methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Bromo-4-fluorobenzaldehyde | HCID 173604 | — |
| 反応物 | 2H-pyran-3,5(4H,6H)-dione | HCID 325287 | — |
| 反応物 | Methyl 3-aminocrotonate | HCID 643918 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate | HCID 11257964 | 50.5% |
反応手順
A mixture of tetrahydropyran-3,5-dione (Terasawa, J. Org. Chem. (1977), 42, 1163-1169) (1.4 g, 12 mmol), 3-bromo-4-fluorobenzaldehyde (3.0 g, 15 mmol), methyl 3-aminocrotonate (1.4 g, 12 mmol) and ethyl alcohol (10 mL) was processed as described in Example 2A. Purification by flash chromatography over silica gel (1% then 2% and then 5% methyl alcohol/methylene chloride) provided the title compound (2.4 g) as a solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06191140B1 |
| 出典データセット | uspto-grants-2001_02 |
| ORD ID | ord-1d95bf639658426e918c34609308f604 |
| 出典メモ | uspto-grants-2001_02 |