HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanesulfonamide → Butane-1-sulfonic acid [6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridine-3-carbonyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanesulfonamide | HCID 18460 | — |
| Reactant | 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid | HCID 66599213 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Butane-1-sulfonic acid [6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridine-3-carbonyl]-amide | HCID 86630911 | 12.4% |
Reaction Steps
To a solution of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid (100 mg, 0.32 mmol) in dichloromethane (5 mL) was added butane-1-sulfonic acid amide (44.2 mg, 0.32 mmol), N,N-dicyclohexylcarbodiimide (67.1 mg, 322 mmol) and 4-dimethylaminopyridine (40.1 mg, 0.32 mmol). The resulting mixture was stirred at room temperature overnight. The mixture was then filtered and the filtrate was concentrated and purified by chromatography (SiO2, heptane:ethyl acetate 100:0 to 0:100) to give the title compound (17 mg, 12%) as a white solid. MS: m/e=428.1 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877782B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-97d66e2b45b7499a93244629ce4661ee |
| Source note | uspto-grants-2014_11 |