2,6-Dimethylmorpholine → 2-(2,6-Dimethylmorpholin-4-yl)nicotinonitrile

HRID 645589Notes

Reaction equation

HRID 645589 reaction equation
F[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:10][CH:11]1[O:16][CH:15]([CH3:17])[CH2:14][NH:13][CH2:12]1>O1CCCC1>[CH3:17][CH:15]1[O:16][CH:11]([CH3:10])[CH2:12][N:13]([C:2]2[N:9]=[CH:8][CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:14]1

Participants

4

Reactant 2

HCID 1108622,6-DimethylmorpholineHCID 27832543-Cyano-2-fluoropyridine

Product 1

HCID 685821892-(2,6-Dimethylmorpholin-4-yl)nicotinonitrileYield 40%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-fluoro-nicotinonitrile (1.06 g, 8.69 mmol) and 2,6-dimethyl-morpholine (1.0 g, 8.69 mmol) in tetrahydrofuran (10 ml) was heated at 110° C. for 10 min in a microwave reactor. The reaction mixture was concentrated and purified by flash column chromatography using hexanes:ethylacetate (2:1) to yield 0.37 g (40%) of product. MS (ESI+) m/z 218 (M+H)+;

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash column chromatography

Sources & evidence

ORD record
ord-d05f076f347c41f2a886b7d91a758223
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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