Hydrochloric Acid → HCID 60144048, compound

HRID 337352Notes

Reaction equation

HRID 337352 reaction equation
CS([O:5][C:6]1[CH:11]=[C:10]([CH2:12][CH3:13])[CH:9]=[CH:8][C:7]=1[N:14]1[C:18]([CH3:19])=[CH:17][C:16]([CH3:20])=[N:15]1)(=O)=O.Cl.O>CO>[CH3:20][C:16]1[CH:17]=[C:18]([CH3:19])[N:14]([C:7]2[CH:8]=[CH:9][C:10]([CH2:12][CH3:13])=[CH:11][C:6]=2[OH:5])[N:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86703259HCID 86703259, compound

Product 1

HCID 60144048HCID 60144048, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

28 mg of 2-(3,5-dimethyl-1H-pyrazol-1-yl)-5-ethylphenyl methanesulfonate was dissolved in 0.1 ml of methanol, and 0.07 ml of 5N-hydrochloric acid was added and heated at reflux for 30 minutes. To the reaction mixture added 15 ml of water, and extracted with 15 ml of ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and purified using preparative thin-layer silica gel column chromatography (hexane:ethyl acetate=4:1) to yield 7.4 mg of the title compound.

Workup

  1. temperatureheated
  2. temperatureat reflux for 30 minutes
  3. extractionextracted with 15 ml of ethyl acetate
  4. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. custompurified

Sources & evidence

ORD record
ord-6f3c01fa75ec4ed59270b6557932e4ee
Source dataset
uspto-grants-2014_11
Patent number
US08889727B2

Reaction notes

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