Trifluoroacetic acid → HCID 59516136, compound

HRID 1799422Notes

Reaction equation

HRID 1799422 reaction equation
FC(F)(F)C(O)=O.[CH:8]1([S:14][C:15]2[N:19]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)[N:18]=[CH:17][C:16]=2[C:30]([O:32]C(C)(C)C)=[O:31])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1>C(Cl)Cl>[CH:8]1([S:14][C:15]2[N:19]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([O:28][CH3:29])=[O:27])=[CH:22][CH:21]=3)[N:18]=[CH:17][C:16]=2[C:30]([OH:32])=[O:31])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59516088HCID 59516088, compound2×

Product 1

HCID 59516136HCID 59516136, compoundYield 101.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Trifluoroacetic acid (4.72 mL, 61.46 mmol) was added to tert-butyl 5-(cyclohexylthio)-1-(4-(methoxycarbonyl)phenyl)-1H-pyrazole-4-carboxylate (Intermediate #89) (2.56 g, 6.15 mmol) in CH2Cl2 (40 mL) The resulting solution was stirred at 20° C. for 24 hours. The reaction mixture was evaporated to dryness, re-dissolved in dioxan (20 mL) and re-evaporated to dryness to afford 5-(cyclohexylthio)-1-(4-(methoxycarbonyl)phenyl)-1H-pyrazole-4-carboxylic acid (2.25 g, 100%) as a white crystalline solid.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. dissolutionre-dissolved in dioxan (20 mL)
  3. customre-evaporated to dryness

Sources & evidence

ORD record
ord-01502a3139f04ec79b69401dd8d96247
Source dataset
uspto-grants-2013_01
Patent number
US08344016B2

Reaction notes

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