Cesium carbonate → HCID 17892019, compound

HRID 2119511Notes

Reaction equation

HRID 2119511 reaction equation
[F:1][C:2]1[C:3](C2C=C(C=CC=2)C#N)=[N:4][C:5](F)=[C:6]([F:9])[C:7]=1[CH3:8].[CH3:19][N:20]([CH3:29])[C:21]1[CH:22]=[CH:23][C:24]([CH3:28])=[C:25]([OH:27])[CH:26]=1.[C:30](=[O:33])([O-])[O-].[Cs+].[Cs+]>C(#N)C>[F:9][C:6]1[C:5]([O:33][C:30]2[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=2[C:21]#[N:20])=[N:4][C:3]([O:27][C:25]2[CH:26]=[C:21]([N:20]([CH3:29])[CH3:19])[CH:22]=[CH:23][C:24]=2[CH3:28])=[C:2]([F:1])[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 4592365-(dimethylamino)-2-methylphenolHCID 23441645HCID 23441645, compound

Product 1

HCID 17892019HCID 17892019, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a manner similar to preparation 6, reaction of 3-(3,5,6-trifluoro-4-methylpyridin-2-yl)benzonitrile (1.1 g, 4.4 mmol), 5-dimethylamino-2-methylphenol (0.66 g, 4.4 mmol), and cesium carbonate (1.7 g, 5.2 mmol) in acetonitrile (10 mL) gave 3-[(3,5-difluoro-6-(5-dimethylamino-2-methylphenoxy)-4-methylpyridin-2-yl)oxy-benzonitrile; NMR (CDCl3) 7.3 (m,4), 7.0 (d,1), 6.5 (d,1), 6.3 (s,1), 2.8 (s,6), 2.4 (s,3), 2.0 (s,3) ppm.

Sources & evidence

ORD record
ord-dcf0ec65ba1847c6805cea709004d1f0
Source dataset
uspto-grants-2004_02
Patent number
US06686364B2

Reaction notes

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