Trifluoroacetic acid → HCID 59516146, compound

HRID 1799404Notes

Reaction equation

HRID 1799404 reaction equation
[CH3:1][O:2][C:3]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:16]([S:17][CH2:18][CH2:19][CH3:20])=[C:15]([C:21]([O:23]C(C)(C)C)=[O:22])[CH:14]=[N:13]2)=[CH:8][CH:7]=1)=[O:4].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][C:3]([CH2:5][C:6]1[CH:7]=[CH:8][C:9]([N:12]2[C:16]([S:17][CH2:18][CH2:19][CH3:20])=[C:15]([C:21]([OH:23])=[O:22])[CH:14]=[N:13]2)=[CH:10][CH:11]=1)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59516103HCID 59516103, compound2×

Product 1

HCID 59516146HCID 59516146, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-butyl 1-[4-(methoxycarbonylmethyl)phenyl]-5-propylsulfanyl-pyrazole-4-carboxylate (Intermediate #36) was dissolved in DCM (10 mL). TFA (2 mL) was added and the mixture was stirred at ambient temperature for 5 h. Volatiles were then evaporated under reduced pressure and the residue dried under vacuum to afford 1-[4-(methoxycarbonylmethyl)phenyl]-5-propylsulfanyl-pyrazole-4-carboxylic acid as a light brown oil. (440 mg, 98%)

Workup

  1. customVolatiles were then evaporated under reduced pressure
  2. customthe residue dried under vacuum

Sources & evidence

ORD record
ord-8b8354304c5e47b9886a5bf47b1e1bab
Source dataset
uspto-grants-2013_01
Patent number
US08344016B2

Reaction notes

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