HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyryl chloride → N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyryl chloride | HCID 8855 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine | HCID 22490046 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide | HCID 22490068 | — |
Reaction Steps
Butyryl chloride (0.174 ml, 1.675 mmol) is added to a solution of 2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine (0.5 g, 1.523 mmol) and diisopropylethylamine (0.32 ml, 1.83 mmol) in CH2Cl2 (10 ml) at room temperature. The mixture is stirred at room temperature for 30 minutes. EtOAc (50 ml) is added and the mixture is washed with 1 N NaOH and brine. After drying over Na2SO4, the solvent is removed under reduced pressure. The residue is purified by flash column chromatography (hexane/EtOAc=4:1) to give N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-butyramide. Rf (hexane/EtOAc=4:1)=0.46.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06887875B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-877cadd0ccdc405a968840911b6e2b28 |
| Source note | uspto-grants-2005_05 |