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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111425Generated: November 2, 2026

Diethyl Ether → HCID 87618670, compound

https://huagongshe.com/reaction/2111425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantEthyl nipecotateHCID 98969—
ReactantPotassium BicarbonateHCID 516893—
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
SolventWaterHCID 962—
ProductHCID 87618670HCID 8761867066.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07517873B2
Source datasetuspto-grants-2009_04
ORD IDord-7a9a7f742b224fa8a33d612c4b885819
Source noteuspto-grants-2009_04