HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[(1S,2R)-1-Methyl-2-phenyl-2-{[1-(4-pyridyl)-1H-indazole-5-yl]oxy}ethyl]furan-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Furancarbonyl chloride | HCID 68242 | — |
| Reactant | (alphaS,betaR)-beta-{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamine | HCID 67977300 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(1S,2R)-1-Methyl-2-phenyl-2-{[1-(4-pyridyl)-1H-indazole-5-yl]oxy}ethyl]furan-2-carboxamide | HCID 59339672 | 65.6% |
Reaction Steps
(αS,βR)-β{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-α-methylbenzeneethanamine (64.3 mg, 0.19 mmol) is dissolved in 7.1 mL of dichloromethane. Triethylamine (0.062 mL, 0.45 mmol) and 2-furoylchloride (24.3 mg, 0.19 mmol) are added. After 4 h stirring at r.t. the reaction mixture is diluted with dichloromethane, washed with water and brine and dried over Na2SO4. The reaction mixture is filtered, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: ethyl acetate/hexane). 53.7 mg (65.6%) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143290B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-29acd7e1fe514751945eb714332e7f34 |
| Source note | uspto-grants-2012_03 |