HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-(3-Ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-[2-(2-methoxy-ethylamino)-6-trifluoromethyl-pyridin-3-yl]-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | 3-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide | HCID 74382385 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(3-Ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-3-[2-(2-methoxy-ethylamino)-6-trifluoromethyl-pyridin-3-yl]-acrylamide | HCID 74382536 | 12% |
Reaction Steps
A mixture of 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-N-(3-ethynyl-5-fluoro-4-methanesulfonylamino-benzyl)-acrylamide (30 mg, 0.28 mmol) and 2-methoxyethylamine (100 μl) was stirred at ambient temperature for 48 hrs. The reaction mixture was diluted with water and then acidified with 2N HCl solution. The aqueous phase was extracted with EtOAc and the combined organic phase was washed with brine, dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=2/3) to give the title compound (4.0 mg, 12%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858621B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-a0e28dd993b54ca9b716d9d4ebc9dd9c |
| Source note | uspto-grants-2010_12 |