Potassium Carbonate → HCID 90409847, compound

HRID 871084Notes

Reaction equation

HRID 871084 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[F:12][C:13]1[CH:14]=[C:15]([CH2:19][NH2:20])[CH:16]=[N:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH:3]=1)[NH:20][CH2:19][C:15]1[CH:16]=[N:17][CH:18]=[C:13]([F:12])[CH:14]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 27833624-Bromo-2-fluoro-1-nitrobenzeneHCID 45116207(5-Fluoropyridin-3-yl)methanamine

Product 1

HCID 90409847HCID 90409847, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 4-bromo-2-fluoro-1-nitrobenzene (1.20 g, 5.45 mmol), (5-fluoropyridin-3-yl)methanamine (757 mg, 6.0 mmol) and potassium carbonate (3.015 g, 21.82 mmol) in N,N-dimethylformamide (8 mL) was heated at 80° C. for 1 hour. After cooling, the mixture was diluted with ethyl acetate and the mixture was washed with water and brine, dried over magnesium sulfate, filtered and concentrated to give the crude title compound which was used without further purification. MS (ESI) m/z 327 (M+H)+.

Workup

  1. temperatureAfter cooling
  2. washthe mixture was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-15320bcff128455eb024c6760cf0a93d
Source dataset
uspto-grants-2015_03
Patent number
US08969375B2

Reaction notes

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