Cyclooctylamine → HCID 43399503, compound

HRID 2176969Notes

Reaction equation

HRID 2176969 reaction equation
[CH:1]1([NH2:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15](F)[C:12]=1[C:13]#[N:14]>CN(C=O)C>[CH:1]1([NH:9][C:15]2[CH:16]=[CH:17][CH:18]=[C:11]([F:10])[C:12]=2[C:13]#[N:14])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2903CyclooctylamineHCID 746952,6-Difluorobenzonitrile

Product 1

HCID 43399503HCID 43399503, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cyclooctylamine (1.4 mL; 10 mmol) was added dropwise to a solution of 2,6-difluorobenzonitrile (1.39 g, 10 mmol) in DMF (6 ml) at 0° C. The reaction mixture was stiffed at room temperature for 4.5 hours. The reaction mixture was added to vigorously stirred ice water (40 ml) and extracted with ethyl acetate. Solvent was removed to yield 1.63 grams of 2-cyclooctylamino-6-fluorobenzonitrile.

Workup

  1. extractionextracted with ethyl acetate
  2. customSolvent was removed

Sources & evidence

ORD record
ord-10d6da8487614885b1cb1cc11dca0904
Source dataset
uspto-grants-2015_06
Patent number
US09067897B2

Reaction notes

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