HCID 12609048, compound → HCID 58356436, compound

HRID 244626Notes

Reaction equation

HRID 244626 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH3:14])[C:4]1[NH:8][N:7]=[C:6]([C:9](OC)=[O:10])[CH:5]=1.[CH3:15][C:16]([CH3:19])([O-:18])[CH3:17].[K+]>C(O)(C)(C)C>[CH3:14][O:13][CH:3]([O:2][CH3:1])[C:4]1[NH:8][N:7]=[C:6]([C:9]([O:18][C:16]([CH3:19])([CH3:17])[CH3:15])=[O:10])[CH:5]=1

Participants

4

Reactant 2

HCID 12609048HCID 12609048, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 58356436HCID 58356436, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 5-[bis(methyloxy)methyl]-1H-pyrazole-3-carboxylate (20 g) in tert-butanol (250 ml) at 40° C. was added potassium tert-butoxide (28.1 g) and the mixture stirred at 50° C. for 45 h. The solution was evaporated under reduced pressure, diluted with water (150 ml) and extracted with ethyl acetate (4×100 ml). The combined organic extracts were dried over magnesium sulphate and evaporated under reduced pressure to give the title compound (18.6 g) as an oil.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. additiondiluted with water (150 ml)
  3. extractionextracted with ethyl acetate (4×100 ml)
  4. dry with materialThe combined organic extracts were dried over magnesium sulphate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-412866ff8214478485b1eb901294b781
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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