Piperidin-4-ol → HCID 67608386, compound

HRID 1409718Notes

Reaction equation

HRID 1409718 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 in an autoclave to 150° C. over night. The solvent is evaporated in vacuo and the residue is mixed with water and dichloromethane. 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 7): tR=0.66 min; Mass spectrum (ESI+): m/z=208 [M+H]+.

Workup

  1. customThe solvent is evaporated in vacuo
  2. additionthe residue is mixed with water and dichloromethane
  3. extractionThe aqueous phase is extracted with dichloromethane
  4. washthe combined organic phases are washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8c0cd69fc6694b87b330ad5fb6e42c0e
Source dataset
uspto-grants-2014_12
Patent number
US08921398B2

Reaction notes

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