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

HRID 748139Notes

Reaction equation

HRID 748139 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.O>CN1CCCC1=O>[N:10]1([C:2]2[CH:7]=[C:6]([CH:5]=[CH:4][N:3]=2)[C:8]#[N:9])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 8083MorpholineHCID 5686382-Chloro-4-cyanopyridine

Product 1

HCID 146408562-(Morpholin-4-yl)pyridine-4-carbonitrileYield 71.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

2-Chloro-4-cyanopyridine (0.40 g, 2.9 mmol) was dissolved in N-methylpyrrolidone (2.0 ml), and morpholine (0.7 ml, 8.0 mmol) was added thereto. The reaction mixture was stirred at 100° C. for 2.5 hrs and combined with water to give precipitates, which were collected by filtration and dried to give the titled compound (0.39 g, 70%).

Workup

  1. customto give
  2. customprecipitates
  3. filtrationwhich were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-c0f0421c3ce347788ef8f699a2883eca
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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