Hydrochloric Acid → HCID 83636313, compound

HRID 82215Notes

Reaction equation

HRID 82215 reaction equation
[OH-].[Li+].[CH:3]([C:6]1[CH:10]=[C:9]([CH3:11])[N:8]([CH2:12][C:13]([O:15]CC)=[O:14])[N:7]=1)([CH3:5])[CH3:4].Cl>O.CO>[CH:3]([C:6]1[CH:10]=[C:9]([CH3:11])[N:8]([CH2:12][C:13]([OH:15])=[O:14])[N:7]=1)([CH3:5])[CH3:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 70847751Ethyl 2-(3-isopropyl-5-methyl-1H-pyrazol-1-yl)acetate

Product 1

HCID 83636313HCID 83636313, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Lithium hydroxide (342 mg, 8.15 mmol) in water (4 mL) was added to ethyl (3-isopropyl-5-methyl-1H-pyrazol-1-yl)acetate (Preparation 166, 571 mg, 2.72 mmol) in methanol (4 mL) and the mixture was stirred at room temperature for 30 minutes. Aqueous hydrochloric acid (2 M) was added to acidify the mixture then the solution was extracted with EtOAc (10 mL). The organic phase was dried over magnesium sulphate and evaporated in vacuo to afford the title compound as a cream solid in 66% yield, 328 mg. m/z 183 [M+H]+.

Workup

  1. extractionthe solution was extracted with EtOAc (10 mL)
  2. dry with materialThe organic phase was dried over magnesium sulphate
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-1d34ca1b639e4711b73f913b6f9a2f09
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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