Morpholine → 2-(Morpholin-4-yl)pyridine-4-carbonitrile

HRID 1736597Notes

Reaction equation

HRID 1736597 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][N:3]=1.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>>[N:10]1([C:2]2[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][N:3]=2)[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 5686382-Chloro-4-cyanopyridine

Product 1

HCID 146408562-(Morpholin-4-yl)pyridine-4-carbonitrileYield 53%

Procedure

A mixture of 2-chloro-4-cyanopyridine (2.5 g, 18 mmol) and morpholine (6.29 g, 72 mmol) was heated at 110°-120° C. for 4 hours. The reaction mixture was cooled, poured into ice-water (15 ml) and stirred for 30 minutes. A yellow solid was obtained, which was collected by filtration, washed with water and dried in vacuo at 70° C. in the presence of P2O5 to afford 1.8 g (53%) of 2-(4-morpholinyl)-4-cyanopyridine, m.p. 135°-136.5° C.

Workup

  1. temperaturewas heated at 110°-120° C. for 4 hours
  2. temperatureThe reaction mixture was cooled
  3. customA yellow solid was obtained
  4. filtrationwhich was collected by filtration
  5. washwashed with water
  6. dry with materialdried in vacuo at 70° C. in the presence of P2O5

Sources & evidence

ORD record
ord-5f0feb342a70407baf953be5a6d37ce9
Source dataset
uspto-grants-1996_07
Patent number
US05541187

Reaction notes

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