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

HRID 487309Notes

Reaction equation

HRID 487309 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-7f8515f161a242308b6a73b72b753a00
Source dataset
uspto-grants-1994_03
Patent number
US05294612

Reaction notes

Loading…