Piperidin-4-ol → HCID 67608386, compound

HRID 68778Notes

Reaction equation

HRID 68778 reaction equation
Br[C:2]1[CH:7]=[N:6][C:5]([CH2:8][CH3:9])=[CH:4][N:3]=1.[OH:10][CH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>C(O)(C)C>[CH2:8]([C:5]1[N:6]=[CH:7][C:2]([N:14]2[CH2:15][CH2:16][CH:11]([OH:10])[CH2:12][CH2:13]2)=[N:3][CH:4]=1)[CH3:9]

Participants

4

Reactant 2

HCID 79341Piperidin-4-olHCID 457876282-Bromo-5-ethylpyrazine

Product 1

HCID 67608386HCID 67608386, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 2-bromo-5-ethyl-pyrazine (1.66 g) and 4-hydroxy-piperidine (2.24 g) in isopropanol (15 mL) is heated to 150° C. overnight in an autoclave. After cooling to room temperature the solvent is evaporated in vacuo and water and dichloromethane are added. The aqueous phase is extracted with dichloromethane and the combined organic phases are washed with brine, dried over MgSO4 and concentrated in vacuo to give the title compound. LC (method 1): tR=0.66 min; Mass spectrum (ESI+): m/z=208 [M+H]+.

Workup

  1. temperatureAfter cooling to room temperature the solvent
  2. customis evaporated in vacuo and water and dichloromethane
  3. additionare added
  4. extractionThe aqueous phase is extracted with dichloromethane
  5. washthe combined organic phases are washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-481ae1beaf2441ea995f657024da1cfd
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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