tert-Butyl 4-(2,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate → HCID 62801689, compound

HRID 238256Notes

Reaction equation

HRID 238256 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[F:22])([OH:14])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[F:22][C:16]1[CH:17]=[C:18]([F:21])[CH:19]=[CH:20][C:15]=1[C:11]1([OH:14])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 1

HCID 49760229tert-Butyl 4-(2,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 62801689HCID 62801689, compoundYield 58.8%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

4-(2,4-Difluoro-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (0.2 g) was dissolved in a solution of hydrogen chloride in dioxane (4 N, 1 mL). The mixture was stirred for 1 hour and the solvent removed by evaporation under vacuum. The solid was triturated from ether to afford the title compound as a pale yellow solid (0.08 g). LCMS m/z 214.25 [M+H]+. R.T.=1.06 min (Analytical Method 4).

Workup

  1. customthe solvent removed by evaporation under vacuum
  2. customThe solid was triturated from ether

Sources & evidence

ORD record
ord-4c9254c4baa64e74a08e4e97444eb447
Source dataset
uspto-grants-2014_02
Patent number
US08642621B2

Reaction notes

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