Ethanol → HCID 178470797, compound

HRID 589378Notes

Reaction equation

HRID 589378 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:11][C:12]([OH:14])=[O:13])=[N:7][NH:8]2)=[CH:4][CH:3]=1.[CH2:15](O)[CH3:16]>>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 702EthanolHCID 178525253HCID 178525253, compound

Product 1

HCID 178470797HCID 178470797, compoundYield 39.3%

Procedure

2-(6-Fluoro-1H-indazol-3-yl)acetic acid (4.63 g, 23.8 mmol) was dissolved in anhydrous ethanol (60 mL) concentrated sulfuric acid (2.0 mL), and heated under reflux for 16 hours. After concentrated under reduce pressure to remove most of ethanol, water (20 mL) was added, and extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, and concentrated to obtain the product 2.08 g, at a yield of 39.3%.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 16 hours
  3. concentrationAfter concentrated
  4. customto remove most of ethanol, water (20 mL)
  5. additionwas added
  6. extractionextracted with ethyl acetate
  7. dry with materialThe organic phase was dried over anhydrous sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-91d5c2fc1bea4419b8e286f94a9e79cb
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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