Ethanol → HCID 178470795, compound

HRID 589373Notes

Reaction equation

HRID 589373 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH2:11][C:12]([OH:14])=[O:13].[CH2:15](O)[CH3:16]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[C:5]2[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

3

Reactant 2

HCID 702EthanolHCID 178525250HCID 178525250, compound

Product 1

HCID 178470795HCID 178470795, compoundYield 37.4%

Procedure

2-(5-Fluoro-1H-indazol-3-yl)acetic acid (1.12 g, 5.77 mmol) was dissolved in anhydrous ethanol (50 mL) concentrated sulfuric acid (1.5 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 0.48 g, at a yield of 37.4%.

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-a8e8ff1a603b478093aa49005f5ed6c7
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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