HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-tert-butyl-N-(3-(methylsulfonyl)phenyl)-2-(6-(trifluoromethyl)pyridin-2-yloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Methylsulfonyl)aniline hydrochloride | HCID 2735179 | — |
| 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 | 4-Tert-butyl-2-(6-(trifluoromethyl)pyridin-2-yloxy)benzoic acid | HCID 57687712 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-tert-butyl-N-(3-(methylsulfonyl)phenyl)-2-(6-(trifluoromethyl)pyridin-2-yloxy)benzamide | HCID 25261138 | — |
Reaction Steps
A solution of 4-tert-butyl-2-(6-(trifluoromethyl)pyridin-2-yloxy)benzoic acid (17 mg, 50 μmol), HATU (19 mg, 50 μmol), and triethylamine (20 μL, 0.15 mmol) in DMF (0.5 mL) was stirred for five minutes, then 3-(methylsulfonyl)aniline hydrochloride (11 mg, 55 μmol) was added. The reaction was stirred at room temperature for 20 hours and was purified by reverse phase HPLC (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)) to give 4-tert-butyl-N-(3-(methylsulfonyl)phenyl)-2-(6-(trifluoromethyl)pyridin-2-yloxy)benzamide. LC/MS: m/z 493.3 (M+H)+ at 1.97 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08779197B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-0a477ad639df4d27adb7c5c695795533 |
| Source note | uspto-grants-2014_07 |