Methyl iodide → 5-Bromo-6-methoxy-2-methylpyridazin-3(2H)-one

HRID 919307ノート

反応式

HRID 919307 の反応式
[Br:1][C:2]1[C:3](=[O:10])[NH:4][N:5]([CH3:9])[C:6](=[O:8])[CH:7]=1.[C:11]([O-])([O-])=O.[K+].[K+].CI>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[C:3]([O:10][CH3:11])=[N:4][N:5]([CH3:9])[C:6](=[O:8])[CH:7]=1

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 901770424-Bromo-1-methyl-1,2-dihydropyridazine-3,6-dione

生成物 1

HCID 840759345-Bromo-6-methoxy-2-methylpyridazin-3(2H)-one収率 52.2%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

To a solution 4-bromo-1-methyl-1,2-dihydropyridazine-3,6-dione (216 mg, 1.05 mmol) in DMF (3.0 mL) was added K2CO3 (437 mg, 3.16 mmol), CH3I (299 mg, 2.11 mmol), the reaction mixture was stirred at 50° C. for 30 minutes. The mixture was cooled to ambient temperature, diluted with EtOAc (20 mL), washed with sodium bicarbonate (10 mL) and brine (10 mL), dried over MgSO4, filtered and concentrated. The residue was purified with silica gel column (Petroleum ether:ethyl acetate=4:1) to obtain product (120 mg, yield: 52.2%): LC/MS m/z=219.1 (M+H)+.

後処理

  1. temperatureThe mixture was cooled to ambient temperature
  2. washwashed with sodium bicarbonate (10 mL) and brine (10 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified with silica gel column (Petroleum ether:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-f5b12e1a39904faf9f0ec21ac6243eae
出典データセット
uspto-grants-2016_03
特許番号
US09273033B2

反応ノート

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