HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → (RS) methyl 3-{6-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-3-yl}-butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | (RS) Methyl 3-{6-[2-(3-acetoxy-4-nitrophenyl)-acetylamino]-pyridin-3-yl}-butanoate | HCID 17946633 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (RS) methyl 3-{6-[2-(3-hydroxy-4-nitrophenyl)-acetylamino]-pyridin-3-yl}-butanoate | HCID 17946660 | 93.5% |
Reaction Steps
A solution of (RS) Methyl 3-{6-[2-(3-acetoxy-4-nitrophenyl)-acetylamino]-pyridin-3-yl}-butanoate (1.5 g, Reference Example 16) in dichloromethane (50 mL) was treated with a piperidine (5.0 mL). After stirring at room temperature for 1.5 hours the reaction mixture was washed with aqueous acetic acid (1M), then and dried over magnesium sulphate and then evaporated. The residual light brown oil was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and pentane (1:1, v/v) to give the title compound (1.26 g) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706738B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-304f44f285b847a68fd7d353097df1b4 |
| Source note | uspto-grants-2004_03 |