HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 87618670, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl nipecotate | HCID 98969 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 2,4-Dichloro-5-nitropyrimidine | HCID 521266 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 87618670 | HCID 87618670 | 66.7% |
Reaction Steps
To a solution of 3.16 g (0.02 mole) of piperidine-3-carboxylic acid ethyl ester, 3.71 g (0.019 mole) of 2,4-dichloro-5-nitro-pyrimidine and 60 mL of ether at 5 degrees, was added a solution of 4 g (0.04 mole) of potassium bicarbonate in 40 mL of water was added over 25 minutes. The mixture was stirred for an additional 1 hour, then extracted with ethyl acetate, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with hexanes-ethyl acetate (100:0-88:12) to give 3.99 g of (rac)-1-(2-chloro-5-nitro-pyrimidin-4-yl)-piperidine-3-carboxylic acid ethyl ester (IV-67).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517873B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-7a9a7f742b224fa8a33d612c4b885819 |
| Source note | uspto-grants-2009_04 |