HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920202Generated: October 29, 2026
Diisopropylethylamine → HCID 67500566, compound
https://huagongshe.com/reaction/1920202
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-3-nitropyridine | HCID 2735781 | — |
| Reactant | Diethyl 4-chloropiperidin-3-ylphosphoramidate | HCID 67500859 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67500566 | HCID 67500566 | 69% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168794B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-f633989b41a741c6a62a939ec412b140 |
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| Source note | uspto-grants-2012_05 |
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