HCID 67270652, compound → 3-(3-(5-amino-3-(2-fluorophenyl)-1H-pyrazol-1-yl)phenyl)-2-methylpropanamide

HRID 1696592Notes

Reaction equation

HRID 1696592 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9](/[CH:13]=[C:14](\[CH3:18])/[C:15]([NH2:17])=[O:16])[CH:10]=[CH:11][CH:12]=2)[N:5]=[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[F:25])[CH:3]=1>CO.[Pd]>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH2:13][CH:14]([CH3:18])[C:15]([NH2:17])=[O:16])[CH:10]=[CH:11][CH:12]=2)[N:5]=[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[F:25])[CH:3]=1

Participants

4

Reactant 1

HCID 67270652HCID 67270652, compound

Product 1

HCID 672704203-(3-(5-amino-3-(2-fluorophenyl)-1H-pyrazol-1-yl)phenyl)-2-methylpropanamideYield 58%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(E)-3-(3-(5-amino-3-(2-fluorophenyl)-1H-pyrazol-1-yl)phenyl)-2-methylacrylamide (0.4192 g, 1.25 mmol, 1.00 eq) was hydrogenated (3.5 atm) over 10% Pd/C (0.0838 g, 0.0394 mmol, 0.0316 eq) in MeOH (5 ml) at RT for 36 h. Filtration through Celite® and evaporation yielded 0.245 g (58%) of crude 3-(3-(5-amino-3-(2-fluorophenyl)-1H-pyrazol-1-yl)phenyl)-2-methylpropanamide which was used as is in the next reaction. MS (ESI) m/z: 339.2 (M+H+).

Workup

  1. customat RT
  2. customfor 36 h
  3. filtrationFiltration
  4. customthrough Celite® and evaporation

Sources & evidence

ORD record
ord-2d9b06d0aa18497b830e52e4a4bb790f
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

Loading…