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Dimethylformamide → 6-Chloro-5-fluoropyridine-3-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 5-Bromo-2-chloro-3-fluoropyridine | HCID 2763285 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 6-Chloro-5-fluoropyridine-3-carbaldehyde | HCID 21698194 | — |
反応手順
Butyl lithium (2.5 M in hexane, 2.5 mL, 6.3 mmol) was added to 5-bromo-2-chloro-3-fluoro-pyridine (1 g, 4.75 mmol) in 10 mL of ether at −78° C. After 10 minutes, DMF (5 mL) was added and the mixture was warmed to room temperature over 1 h. The mixture was poured into 20 mL of EtOAc and the mixture was washed with water (20 mL) and brine (20 mL), dried over magnesium sulfate and concentrated to afford the crude 53a (0.92 g) as a brown oil: LC-MS160.0 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08293729B2 |
| 出典データセット | uspto-grants-2012_10 |
| ORD ID | ord-c4d725c0dae449cf9394add94b98aae3 |
| 出典メモ | uspto-grants-2012_10 |