HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetyl chloride → 2,2-Dimethylpropyl 4-[4-(5-methoxy-1,2,4-oxadiazol-3-yl)pyridin-2-yl]-1-piperazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | 2,2-Dimethylpropyl 4-{4-[amino(hydroxyimino)methyl]pyridin-2-yl}-1-piperazinecarboxylate | HCID 136381718 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2,2-Dimethylpropyl 4-[4-(5-methoxy-1,2,4-oxadiazol-3-yl)pyridin-2-yl]-1-piperazinecarboxylate | HCID 11992801 | — |
Reaction Steps
2,2-Dimethylpropyl 4-{4-[amino(hydroxyimino)methyl]pyridin-2-yl}piperazine-1-carboxylate (84 mg) obtained in Example 26-1) was dissolved in pyridine (2 mL), and methoxyacetyl chloride (0.035 mL) was added thereto and heated under reflux for 90 minutes. The reaction liquid was diluted with ethyl acetate, washed with 1 N hydrochloric acid, aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and dried with anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was isolated and purified through silica gel column chromatography (hexane/ethyl acetate=7/3) to obtain 54 mg of the entitled compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101618B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-722705bd20904383a923353b668d5155 |
| Source note | uspto-grants-2012_01 |