Potassium Hydroxide → HCID 59394055, compound

HRID 450305Notes

Reaction equation

HRID 450305 reaction equation
[OH-].[K+].Cl.NO.CC1[N:8]([C:13]2[CH:17]=[C:16]([C:18]([O:24][CH3:25])([CH3:23])[C:19]([F:22])([F:21])[F:20])[N:15]([CH3:26])[N:14]=2)C(C)=CC=1>O.C(O)C>[CH3:26][N:15]1[C:16]([C:18]([O:24][CH3:25])([CH3:23])[C:19]([F:20])([F:21])[F:22])=[CH:17][C:13]([NH2:8])=[N:14]1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 593943523-(2,5-Dimethyl-pyrrol-1-yl)-1-methyl-5-(2,2,2-trifluoro-1-methoxy-1-methyl-ethyl)-1H-pyrazole

Product 1

HCID 59394055HCID 59394055, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of potassium hydroxide (280 mg, 5 mmol) in water (6 mL) and ethanol (6 mL) is added to a slurry of hydroxylamine hydrochloride (700 mg, 10 mmol) in ethanol (9 mL). Then 3-(2,5-dimethyl-pyrrol-1-yl)-1-methyl-5-(2,2,2-trifluoro-1-methoxy-1-methyl-ethyl)-1H-pyrazole (500 mg, 1.7 mmol) is added and the mixture is refluxed for 24 hours. At this point the contents of the flask are concentrated under reduced pressure and the residue is partitioned in water and DCM and separated. The water layer is extracted with DCM and the organic layers are combined and concentrated to give the crude title compound. MS (ESI) m/z 224.2 (M+1).

Workup

  1. temperaturethe mixture is refluxed for 24 hours
  2. concentrationAt this point the contents of the flask are concentrated under reduced pressure
  3. customthe residue is partitioned in water
  4. customDCM and separated
  5. extractionThe water layer is extracted with DCM
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ee1a79985a3b4a519d2357dbf2966433
Source dataset
uspto-grants-2013_07
Patent number
US08486954B2

Reaction notes

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