HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Difluoro-N-{1-[(2-methyl-4-nitrophenyl)methyl]-1H-pyrazol-3-yl}benzamide → N-{1-[(4-amino-2-methylphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Difluoro-N-{1-[(2-methyl-4-nitrophenyl)methyl]-1H-pyrazol-3-yl}benzamide | HCID 59547850 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{1-[(4-amino-2-methylphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamide | HCID 59547916 | — |
Reaction Steps
To 10% palladium on activated carbon (wet, degussa type E101 NE/W) (350 mg, 3.29 mmol, Aldrich) was added a solution of 2,6-difluoro-N-{1-[(2-methyl-4-nitrophenyl)methyl]-1H-pyrazol-3-yl}benzamide (for a preparation see Intermediate 32)(1.6 g, 4.30 mmol) in ethanol (80 ml). The solution was hydrogenated for 1.5 h at ambient temperature. The suspension was filtered through a celite cartridge (10 g) and the catalyst residue washed with methanol (50 ml). The solvent was removed in vacuo to give the title compound as a white foam (1.43 g). LCMS: (System 4) MH+=343, tRET=1.50 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399436B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-dbb3d61f3cca42e1ad016e371a60f44c |
| Source note | uspto-grants-2013_03 |