Potassium Carbonate → HCID 10957433, compound

HRID 624257Notes

Reaction equation

HRID 624257 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[F:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH2:22])=[CH:17][CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][NH:22][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 673264-FluorobenzylamineHCID 10868765tert-butyl N-(4-bromobutyl)carbamate

Product 1

HCID 10957433HCID 10957433, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Tert-butyl 4-bromobutylcarbamate (0.735 g, 2.91 mmoles), (4-fluorophenyl)methanamine (0.333 g, 2.91 mmoles) and potassium carbonate (0.806 g, 5.83 mmoles) were stirred in acetonitrile (15 mL) at 100° C. for 1 hour. The reaction mixture was cooled, the solvent waqs concentrated and the residue was taken into dichloromethane and washed with water twice. The organic layers were combined, dried over magnesium sulfate, filtered and concentrated to provide the title compound which was used without further purification in the next step.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationthe solvent waqs concentrated
  3. washwashed with water twice
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-b90ad53bc1334edebbb861260ebed533
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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