HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonamide, 3-amino- → 2-(2-Methylpyridin-3-yloxy)-n-(3-sulfamoylphenyl)-4-(trifluoromethyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonamide, 3-amino- | HCID 7377 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-(2-methylpyridin-3-yloxy)-4-(trifluoromethyl)benzoic acid TFA salt | HCID 131731884 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Methylpyridin-3-yloxy)-n-(3-sulfamoylphenyl)-4-(trifluoromethyl)benzamide | HCID 24855375 | — |
Reaction Steps
A solution of 2-(2-methylpyridin-3-yloxy)-4-(trifluoromethyl)benzoic acid TFA salt (54 mg, 0.13 mmol) and HATU (50 mg, 0.13 mmol) in DMF (1 mL) was stirred at room temperature 3 min. To this solution was added 3-amino-benzenesulfonamide (23 mg, 0.13 mmol) and triethylamine (46 μL, 0.33 mmol). The reaction was stirred at room temperature for 16 h and purified by preparative reverse phase HPLC using 10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA) to give 2-(2-methylpyridin-3-yloxy)-N-(3-sulfamoylphenyl)-4-(trifluoromethyl)benzamide. LC/MS: m/z 452.3 (M+H)+ at 1.07 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841483B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9921ceb924de4fe59aebfb9a00a89807 |
| Source note | uspto-grants-2014_09 |