HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-[4-(4-Methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester → 2-Amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-[4-(4-Methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester | HCID 58964504 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl ester | HCID 58964481 | 93% |
Reaction Steps
1.470 g of 5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-2-nitro-4-trifluoromethyl-benzoic acid methyl ester in 25 ml of tetrahydrofuran are hydrogenated in presence of 200 mg of palladium on carbon. After filtration of the catalyst the solution is evaporated to dryness and the residue purified by flash chromatography on silica (40-63 μm particle size) with dichloromethane/methanol 98:2, yielding 1.270 g of 2-amino-5-[4-(4-methoxy-phenyl)-imidazol-1-yl]-4-trifluoromethyl-benzoic acid methyl ester as a beige solid. 1H-NMR (DMSO-d6, 400 MHz): 3.80 s, 3H; 3.95 s, 3H; 6.95 d, J=10.4 Hz, 2H; 7.30 s, 2H; 7.40 s, 1H; 7.70 s, 1H; 7.75 s, 1H; 7.78 d, J=10.4 Hz, 2H; 7.80 s, 1H.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299085B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-8941b6c76d6a4de2b0e03d83074102dc |
| Source note | uspto-grants-2012_10 |