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

HRID 1627573Notes

Reaction equation

HRID 1627573 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-93f4e3a3c5374e698558c06605391fc5
Source dataset
uspto-grants-2014_07
Patent number
US08785632B2

Reaction notes

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