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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69907Generated: October 28, 2026

Diisopropylethylamine → HCID 63136298, compound

https://huagongshe.com/reaction/69907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-3-nitropyridineHCID 2735781—
Reactant3-Methylpiperidine-3-carboxylic acidHCID 18419695—
SolventIsopropanolHCID 3776—
ProductHCID 63136298HCID 63136298—

Reaction Conditions

Temperature60 °C

Reaction Steps

4-chloro-3-nitropyridine (1.1 eq) was added to a solution of 3-methylpiperidine-3-carboxylic acid (1 eq) and DIEA (3 eq) in iPrOH (0.1 M). The reaction mixture was heated in a 60° C. oil bath for 3 h then concentrated in vacuo. The crude residue was diluted with EtOAc and washed with 1.0 N NaOH. The combined aqueous washes were acidified to pH=4 with 1.0 N HCl and extracted with CH2Cl2. The combined organic phases were dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give 3-methyl-(3-nitropyridin-4-yl)piperidine-3-carboxylic acid. LC/MS (m/z): 266.2 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822497B2
Source datasetuspto-grants-2014_09
ORD IDord-cd8e2e88020b46ec997df1a4c964011f
Source noteuspto-grants-2014_09