Cyclopentylamine → HCID 66703625, compound

HRID 425960Notes

Reaction equation

HRID 425960 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7](=O)([O-])[O-].[K+].[K+].[Br:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16](F)[CH:15]=1>CN(C=O)C>[Br:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[C:16]([NH:6][CH:1]2[CH2:7][CH2:2][CH2:3][CH2:4][CH2:5]2)[CH:15]=1

Participants

5

Reactant 3

HCID 2906CyclopentylamineHCID 11430Potassium CarbonateHCID 7360294-Bromo-2-fluorobenzonitrile

Product 1

HCID 66703625HCID 66703625, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

Cyclopentylamine and potassium carbonate were added to a DMF solution of 4-bromo-2-fluorobenzonitrile, followed by stirring at 60° C. By post-treating the reaction liquid, 4-bromo-2-(cyclohexylamino)benzonitrile was obtained. By making reference to the method described in J. Am. Chem. Soc.; 1996; 118; 7215-7216, this was allowed to react with piperidine to obtain 2-(cyclohexylamino)-4-piperidin-1-ylbenzonitrile.

Workup

  1. additionBy post-treating
  2. customthe reaction liquid

Sources & evidence

ORD record
ord-d07c19ef8c8e426cb13ea9882d7c3eda
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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