HCID 59408770, compound → HCID 59408767, compound

HRID 1188120Notes

Reaction equation

HRID 1188120 reaction equation
Br[C:2]1[N:7]=[C:6]([NH:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[N:13]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][O:24]3)[N:12]=2)=[O:10])[CH:5]=[CH:4][CH:3]=1>C(N)C1C=CC=CC=1>[CH2:14]([NH:13][C:2]1[N:7]=[C:6]([NH:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[N:13]([CH:23]3[CH2:28][CH2:27][CH2:26][CH2:25][O:24]3)[N:12]=2)=[O:10])[CH:5]=[CH:4][CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 59408770HCID 59408770, compound

Product 1

HCID 59408767HCID 59408767, compoundYield 138.8%

Reagents, catalysts & solvents 1

HCID 7504BenzylamineSolvent

Procedure

6-Bromo-N-(5-(4-fluorophenyl)-1H-pyrazol-3-yl)picolinamide 3 (200 mg, 0.55 mmol) was dissolved in neat benzylamine (5 ml). The reaction mixture was heated for 24 hrs. Then the solvent was evaporated and the residue was purified on silica gel (EtOAc: pet-ether, 1:4) to give 6-(benzylamino)-N-(5-(4-fluorophenyl)-1H-pyrazol-3-yl) picolinamide 4 (180 mg, 84%).

Workup

  1. temperatureThe reaction mixture was heated for 24 hrs
  2. customThen the solvent was evaporated
  3. customthe residue was purified on silica gel (EtOAc: pet-ether, 1:4)

Sources & evidence

ORD record
ord-3968e5a9b8364f80847fc46f49bc9aa4
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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