Potassium Carbonate → HCID 68508572, compound

HRID 1947080Notes

Reaction equation

HRID 1947080 reaction equation
[Cl:1][C:2]1[C:3]([C:8]([F:11])([F:10])[F:9])=[N:4][NH:5][C:6]=1[CH3:7].C(=O)([O-])[O-].[K+].[K+].[C:18]([O:22][C:23](=[O:26])CBr)([CH3:21])([CH3:20])[CH3:19]>C(#N)C>[C:18]([O:22][C:23]([N:5]1[C:6]([CH3:7])=[C:2]([Cl:1])[C:3]([C:8]([F:9])([F:11])[F:10])=[N:4]1)=[O:26])([CH3:21])([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 12069654-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Product 1

HCID 68508572HCID 68508572, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 2.70 mmol of 4-chloro-5-methyl-3-trifluoromethylpyrazole and 3.9 mmol of potassium carbonate in 0.5M solution of acetonitrile add 3.25 mmol of t-butylbromoacetate. The reaction was allowed to stir at room temperature for an hour and then heated at 70° C. for 12 hours. The reaction was filtered, the filtrate concentrated to a crude oil. Fresh ether was added and the mixture was allowed to cool. The white crystals obtained were filtered and vaccum dried to give the desired intermediate 4-chloro-5-methyl -3-trifluoromethyl pyrazole-1-carboxylic acid tertbutyl ester in 95% yield. LC-MS in FP m/z=300 (M++1)

Workup

  1. temperatureheated at 70° C. for 12 hours
  2. filtrationThe reaction was filtered
  3. concentrationthe filtrate concentrated to a crude oil
  4. additionFresh ether was added
  5. temperatureto cool
  6. customThe white crystals obtained
  7. filtrationwere filtered
  8. customvaccum dried

Sources & evidence

ORD record
ord-d74d2f99165b443a8d8f9f2631d8231d
Source dataset
uspto-grants-2013_03
Patent number
US08399455B2

Reaction notes

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