2-Chloro-5-methyl-pyridine → HCID 66628585, compound

HRID 2276944Notes

Reaction equation

HRID 2276944 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[CH3:9][C@@H:10]1[CH2:15][NH:14][CH2:13][CH2:12][NH:11]1>CCO>[CH3:9][C@H:10]1[NH:11][CH2:12][CH2:13][N:14]([C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=2)[CH2:15]1

Participants

4

Reactant 2

HCID 5813932-Chloro-5-methyl-pyridineHCID 73304342-Methylpiperazine, (R)-

Product 1

HCID 66628585HCID 66628585, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-chloro-5-methyl-pyridine (127 mg, 1 mmoles), (2R)-2-methyl-piperazine (200 mg, 2 mmoles) in EtOH (3 mL) was heated in microwave to 180° C. for 5 minutes. The mixture was cooled, concentrated under reduced pressure and partitioned with DCM and the saturated aqueous sodium bicarbonate layer. The aqueous solution was extracted three times with additional DCM. The combined organic extracts were washed twice with water, dried (MgSO4) and filtered. The filtrate was concentrated under reduced pressure to provide the crude title compound.

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated under reduced pressure
  3. custompartitioned with DCM
  4. extractionThe aqueous solution was extracted three times with additional DCM
  5. washThe combined organic extracts were washed twice with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-740dd11b829d4806a420d503995dc30b
Source dataset
uspto-grants-2015_09
Patent number
US09133145B2

Reaction notes

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