Dimethylformamide → 2,4-Dichloropyrimidine-5-carbaldehyde
反応式
Br[C:2]1[C:3]([Cl:9])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.C([Mg]C(C)C)(C)C.[Cl-].CN([CH:21]=[O:22])C>C1COCC1>[Cl:8][C:5]1[N:4]=[C:3]([Cl:9])[C:2]([CH:21]=[O:22])=[CH:7][N:6]=1参加物
5
反応条件
- 温度
- -35 °C
実験手順
To a stirred solution of 5-bromo-2,4-dichloropyrimidine (Aldrich, 454 mg, 2 mmol) in THF at −78° C., diisopropyl magnesium chloride (2M solution in THF, 2.1 mmol, 1.05 mL) was added and the mixture was stirred for 30 minutes at −35° C. Next, the solution was cooled to −78° C. and 1 mL of dry DMF was added. The mixture was stirred for 120 minutes at −78° C. and the reaction was quenched with 1 N HCl. The mixture was extracted with EtOAc and dried with sodium sulfate. The solvent was removed and the residue was chromatographed to give a brown solid. 102 mg, 28%. H1NMR (CDCl3), δ (ppm), 9.0 (s, 1 H), 10.4 (s, 1 H).
後処理
- temperatureNext, the solution was cooled to −78° C.
- stirringThe mixture was stirred for 120 minutes at −78° C.
- customthe reaction was quenched with 1 N HCl
- extractionThe mixture was extracted with EtOAc
- dry with materialdried with sodium sulfate
- customThe solvent was removed
- customthe residue was chromatographed
- customto give a brown solid
出典と根拠
- ORDレコード
- ord-fc110678c122460abbd69646b44df370
- 出典データセット
- uspto-grants-2008_07
- 特許番号
- US07405220B2
反応ノート
読み込み中…