HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{2-[4-(3,5-Dichlorobenzyl)-3,5-diethyl-I H-pyrazol-1-yl]ethyl}-1-methyl-1H-imidazole-4-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-methyl-1H-imidazole-4-sulfonyl chloride | HCID 2736887 | — |
| Reactant | 2-[4-(3,5-Dichlorobenzyl)-3,5-diethyl-1h-pyrazol-1-yl]ethanamine | HCID 9923357 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{2-[4-(3,5-Dichlorobenzyl)-3,5-diethyl-I H-pyrazol-1-yl]ethyl}-1-methyl-1H-imidazole-4-sulfonamide | HCID 10183664 | 39% |
Reaction Steps
A solution of the amine of Example 43 (98 mg, 0.30 mmol) in dimethylformamide (3.75 ml) was treated with 1-methylimidazole-4-sulphonyl chloride (60 mg, 0.33 mmol) and triethylamine (46 μL, 0.33 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The solution was concentrated under reduced pressure. The residue was partitioned between dichloromethane and saturated aqueous sodium hydrogencarbonate solution. The organic extract was dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel eluting with dichloromethane:methanol (95:5, by volume) to afford the title compound (55 mg) as a white solid, m.p. 172-174° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06750230B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-4c89d6dabf5f4b568460f9241d3ee33b |
| Source note | uspto-grants-2004_06 |