Cesium carbonate → HCID 59351446, compound

HRID 887472Notes

Reaction equation

HRID 887472 reaction equation
F[C:2]([F:7])(F)[C:3](O)=O.[F:8][C:9]1[C:14]([CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[N:13][CH:12]=[CH:11][N:10]=1.C(=O)([O-])[O-].[Cs+].[Cs+].S(C1C=CC(C)=CC=1)(OCCF)(=O)=O>C(#N)C>[F:8][C:9]1[C:14]([CH:15]2[CH2:20][CH2:19][N:18]([CH2:3][CH2:2][F:7])[CH2:17][CH2:16]2)=[N:13][CH:12]=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 2560192-Fluoroethyl p-ToluenesulfonateHCID 66986050HCID 66986050, compound

Product 1

HCID 59351446HCID 59351446, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
120 °C

Procedure

In a glass microwave vial containing 2-fluoro-3-(piperidin-4-yl)pyrazine 2,2,2-trifluoroacetate (0.2 g, 0.68 mmol), cesium carbonate (0.12 mL, 1.5 mmol) was added 2-fluoroethyl tosylate (0.22 mL, 1.0 mmol) and Acetonitrile (2.5 mL). The reaction mixture was stirred and heated in a Discover® model microwave reactor (CEM, Matthews, N C) at 120° C. for 10 min (300 watts, Powermax feature on), then at the same temperature for another 10 min. LCMS showed desired product formation 104960-15-1.

Sources & evidence

ORD record
ord-5010f866521148459a97dece02e3a831
Source dataset
uspto-grants-2012_08
Patent number
US08247418B2

Reaction notes

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