Hydrochloric Acid → HCID 66939195, compound

HRID 1022692Notes

Reaction equation

HRID 1022692 reaction equation
Cl.C([O:6][C:7](=[O:20])[CH2:8][N:9]1[C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][C:11]([CH3:19])=[N:10]1)(C)(C)C>C1COCC1>[CH2:17]([O:16][C:14]([C:13]1[N:9]([CH2:8][C:7]([OH:20])=[O:6])[N:10]=[C:11]([CH3:19])[CH:12]=1)=[O:15])[CH3:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66975020HCID 66975020, compound

Product 1

HCID 66939195HCID 66939195, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6 N Hydrochloric acid (4 mL, 24.00 mmol) was added to a solution of ethyl 1-(2-tert-butoxy-2-oxoethyl)-3-methyl-1H-pyrazole-5-carboxylate (324 mg, 1.21 mmol) in THF (4 mL). The reaction mixture was stirred at room temperature overnight. The reaction mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (206 mg).

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-eb31187d5dc240af8fa9d408183a9eae
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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