Trifluoroacetic acid → 4-(4-Bromo-1H-pyrazol-1-yl)piperidine

HRID 2266706Notes

Reaction equation

HRID 2266706 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]=[C:17]([Br:19])[CH:16]=[N:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:19][C:17]1[CH:16]=[N:15][N:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 45480278tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)piperidine-1-carboxylate

Product 1

HCID 521916214-(4-Bromo-1H-pyrazol-1-yl)piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4-bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (500 mg, 1.515 mmol) in CH2Cl2 (3 mL) was added TFA (3 mL). The reaction was stirred at room temperature until LCMS indicated completion of the reaction. The solvents were removed in vacuo, and the residue was dissolved in MeOH (15 mL). The pH of the solution was adjusted to 9 with hydroxide resin to afford 4-(4-bromo-pyrazol-1-yl)-piperidine.

Workup

  1. customcompletion of the reaction
  2. customThe solvents were removed in vacuo
  3. dissolutionthe residue was dissolved in MeOH (15 mL)

Sources & evidence

ORD record
ord-c2e8b26301014aff9a23cdaa0422aa75
Source dataset
uspto-grants-2010_12
Patent number
US07858643B2

Reaction notes

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