HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-{3-Methyl-5-[({[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl}amino)sulfonyl]-2-thienyl}ethyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 6-Methyl-4-(trifluoromethyl)pyridin-2-amine | HCID 18428521 | — |
| Reactant | HCID 67273589 | HCID 67273589 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-{3-Methyl-5-[({[6-methyl-4-(trifluoromethyl)pyridin-2-yl]carbamoyl}amino)sulfonyl]-2-thienyl}ethyl acetate | HCID 42628889 | 177.2% |
Reaction Steps
To a solution of 0.235 g acetic acid 2-(3-methyl-5-sulfamoyl-thiophen-2-yl)-ethyl ester in 5 ml acetonitrile was added 0.188 g phenylchloroformate and 0.252 g triethylamine at 0° C. and the mixture was stirred at this temperature for 2 h. To the resulting suspension was added 0.220 g 6-methyl-4-trifluoromethyl-pyridin-2-ylamine and the mixture was heated to 60C for 18 h. The reaction mixture was partitioned between 10% citric acid and ethyl acetate. The phases were separated and the organic phase was washed with brine and evaporated. The residue was triturated with diethylether. The solid was collected by filtration to yield 0.736 g of the title compound as light yellow crystals. MS (ISN) M−H+=463.9
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163778B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-2f25da19c7c44a488f37b7adb7d47f92 |
| Source note | uspto-grants-2012_04 |