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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73565Generated: October 29, 2026

Diisopropylethylamine → HCID 67500566, compound

https://huagongshe.com/reaction/73565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-3-nitropyridineHCID 2735781—
ReactantDiethyl 4-chloropiperidin-3-ylphosphoramidateHCID 67500859—
SolventIsopropanolHCID 3776—
ProductHCID 67500566HCID 6750056669%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of diethyl 4-chloropiperidin-3-ylphosphoramidate (1.0 equiv.) in isopropyl alcohol (0.1M) was added 4-chloro-3-nitropyridine (2.0 equiv.) and DIEA (1.1 equiv.). The reaction was heated to 70° C. for 18 h, then quenched with water and extracted with ethyl acetate. The organics were dried and concentrated under vacuo. The crude was purified via ISCO (ethyl acetate and hexanes then 10% methanol in DCM) to yield diethyl 4-chloro-1-(3-nitropyridin-4-yl)piperidin-3-ylphosphoramidate in 69% yield. LCMS (m/z): 393.1 (MH+), Rt=2.01 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829193B2
Source datasetuspto-grants-2014_09
ORD IDord-396d9e8c2cf84064a9f12615fed9f7ee
Source noteuspto-grants-2014_09