Trifluoroacetic acid → HCID 86126002, compound

HRID 2204349Notes

Reaction equation

HRID 2204349 reaction equation
C(O)(C(F)(F)F)=O.C(OC(=O)[NH:14][C:15]1[N:16]([CH3:22])[N:17]=[C:18]([CH3:21])[C:19]=1[F:20])(C)(C)C>C(Cl)Cl>[F:20][C:19]1[C:18]([CH3:21])=[N:17][N:16]([CH3:22])[C:15]=1[NH2:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86703156HCID 86703156, compound

Product 1

HCID 86126002HCID 86126002, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (170 mmol) was added to a solution of (4-fluoro-2,5-dimethyl-2H-pyrazol-3-yl)-carbamic acid tert-butyl ester (Step BH2) (22.68 mmol) in CH2Cl2 (50 mL) at rt. After stirring for 24 h, the reaction mixture was quenched with 2N aqueous NaOH and extracted with CH2Cl2 (3×). The combined organic phases were dried (Na2SO4), filtered and concentrated to afford the title compound as a bright yellow solid which was used in the next step without further purification. ESI-MS: tR=0.38 min, [M+H]+ 130 (LC-MS 1).

Workup

  1. customthe reaction mixture was quenched with 2N aqueous NaOH
  2. extractionextracted with CH2Cl2 (3×)
  3. dry with materialThe combined organic phases were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-bb6da2b3132d4a58aa7c75c44cbbb4d2
Source dataset
uspto-grants-2016_06
Patent number
US09365576B2

Reaction notes

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