Methyl iodide → HCID 67491844、化合物

HRID 537168ノート

反応式

HRID 537168 の反応式
[OH:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][CH:9]=2)[N:4]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:3]=1.[C:20](=O)([O-])[O-].[Cs+].[Cs+].CI>CC(C)=O>[CH3:20][O:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([O:13][CH3:14])=[O:12])=[CH:8][CH:9]=2)[N:4]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 178473416HCID 178473416、化合物

生成物 1

HCID 67491844HCID 67491844、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

1-Ethyl 6-methyl 3-hydroxy-1H-indazole-1,6-dicarboxylate (1.35 g, 5.11 mmol) was suspended in acetone (65 mL). Cesium carbonate (1.75 g, 5.36 mmol) and methyl iodide (1.0 mL, 15 mmol) were added and the reaction was heated to reflux for 23 hours. The reaction was concentrated to dryness. The residue was taken up in dichloromethane (100 mL) and water (100 mL). The layers were separated and the aqueous was extracted again with dichloromethane. The combined organics were dried over magnesium sulfate, filtered, and concentrated. Purification by flash column chromatography gave two regioisomeric products.

後処理

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 23 hours
  3. concentrationThe reaction was concentrated to dryness
  4. customThe layers were separated
  5. extractionthe aqueous was extracted again with dichloromethane
  6. dry with materialThe combined organics were dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customPurification by flash column chromatography
  10. customgave two regioisomeric products

出典と根拠

ORDレコード
ord-a626ea0243ca421eab6f00765adab07f
出典データセット
uspto-grants-2014_10
特許番号
US08859773B2

反応ノート

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