HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzenesulfonate 3-[({5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazol-1-yl}carbonyl)amino]-N,N,N-trimethylpropan-1-aminium
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl benzenesulfonate | HCID 6630 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-N-[3-(dimethylamino)propyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazole-1-carboxamide | HCID 121393735 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzenesulfonate 3-[({5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazol-1-yl}carbonyl)amino]-N,N,N-trimethylpropan-1-aminium | HCID 121393709 | 140.9% |
Reaction Steps
Methyl benzenesulfonate (0.019 mL, 0.14 mmol) was added to a solution of 5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-N-[3-(dimethylamino)propyl]-4-methyl-2-oxo-3-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazole-1-carboxamide (Example 9) (77 mg, 0.14 mmol) in THF (3.0 mL). The mixture was stirred for 2 hr then allowed to stand at RT for 2 days. Water (15 mL) and EtOAc (15 ml) were added with stirring. The phases were separated. The aqueous phase was washed with EtOAc (15 mL) then diluted with MeCN. The solvents were removed by lyophilisation to afford the title compound (70 mg) a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409870B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f65d8d27850047059ca48995a8d1e035 |
| Source note | uspto-grants-2016_08 |