Hydrochloric Acid → HCID 131726168, compound

HRID 859186Notes

Reaction equation

HRID 859186 reaction equation
C([O:3][C:4]([C:6]1[C:10]([O:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)[N:8]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[Cl:33])[N:7]=1)=[O:5])C.[OH-].[K+].Cl>C(O)C>[ClH:26].[Cl:26][C:23]1[CH:22]=[CH:21][C:20]([C:9]2[N:8]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[Cl:33])[N:7]=[C:6]([C:4]([OH:5])=[O:3])[C:10]=2[O:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]([F:17])([F:19])[F:18])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58763937HCID 58763937, compound

Product 1

HCID 131726168HCID 131726168, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-(4-chlorophenyl)-1-(2-chlorophenyl)-4-[2-(2,2,2-trifluoroethylamino)-ethoxy]-1H-pyrazole-3-carboxylic acid ethyl ester I-1g (48 mg, 0.1 mmol) and 6 N aqueous KOH (0.1 ml) in ethanol (1 ml) was heated at 50° C. for 2 hours. The reaction solution was cooled, acidified with concentrated aqueous hydrochloric acid, and concentrated in vacuo to a solid. These solids were slurried with ethanol, filtered and the remaining mass was washed with additional portions (2×) of ethanol. The combined filtrates were concentrated in vacuo to afford the title compound (I-1h), which was taken on the next step without further purification.

Workup

  1. temperatureThe reaction solution was cooled
  2. concentrationconcentrated in vacuo to a solid
  3. filtrationfiltered
  4. washthe remaining mass was washed with additional portions (2×) of ethanol
  5. concentrationThe combined filtrates were concentrated in vacuo

Sources & evidence

ORD record
ord-2ba619e0be2148abaf4f4e80397f6af6
Source dataset
uspto-grants-2006_12
Patent number
US07151097B2

Reaction notes

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