HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-(6-{[(methylsulfonyl)amino]methyl}-3H-imidazo[4,5-c]pyridin-3-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 5-[6-(aminomethyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide | HCID 68766994 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(6-{[(methylsulfonyl)amino]methyl}-3H-imidazo[4,5-c]pyridin-3-yl)-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide | HCID 68768113 | — |
Reaction Steps
A mixture of 48.7 mg of 5-[6-(aminomethyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxamide and 26.1 mg triethylamine in 1 ml anhydrous dichloromethane is stirred at room temperature. Under nitrogen atmosphere, 14 mg methanesulfonyl chloride is added. The reaction mixture is stirred at room temperature for 14 h. The solvent is removed under pressure and the residue is purified by preparative HPLC (ammonium formate buffer/acetonitrile, elution gradient 97/3 to 0/100 (v/v)) to obtain the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273890B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ed267b2021c6493d9bcbf7fceed673aa |
| Source note | uspto-grants-2012_09 |