HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionyl chloride → N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxyphenyl)-5-methyl-pyridin-3-yl]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine | HCID 22490046 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxyphenyl)-5-methyl-pyridin-3-yl]-propionamide | HCID 21104864 | — |
Reaction Steps
Propionyl chloride (0.058 ml, 0.67 mmol) is added to a solution of 2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-ylamine (0.2 g, 0.61 mmol) and diisopropylethylamine (0.13 ml, 0.73 mmol) in CH2Cl2 (1.5 ml) at room temperature. The mixture is kept at room temperature for 3 hours, and is then diluted with EtOAc The mixture is washed with 1N NaOH and brine. After drying over Na2SO4, the solvent is removed under reduced pressure and the residue is purified by flash column chromatography (hexane/EtOAc=4:1) to give the N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-propionamide. Rf (hexane/EtOAc=4:1)=0.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223778B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-c2d0c0660251411b9a67400e5a632fb4 |
| Source note | uspto-grants-2007_05 |