HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407931Generated: October 30, 2026
Diisopropylethylamine → (S)-benzyl 1'-(5-ethylpyrimidin-2-yl)-2-oxo-1,4'-bipiperidin-3-ylcarbamate
https://huagongshe.com/reaction/407931
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-ethylpyrimidine | HCID 3572763 | — |
| Reactant | (S)-benzyl 2-oxo-1,4'-bipiperidin-3-ylcarbamate hydrochloride | HCID 86688092 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-benzyl 1'-(5-ethylpyrimidin-2-yl)-2-oxo-1,4'-bipiperidin-3-ylcarbamate | HCID 86688094 | 58.2% |
Reaction Steps
A flask was charged with (S)-benzyl 2-oxo-1,4′-bipiperidin-3-ylcarbamate hydrochloride (4.1 g, 11 mmol), 2-chloro-5-ethylpyrimidine (1.7 g, 12 mmol), DIEA (3.9 mL, 22 mmol), and DMF (30 mL). The reaction was heated to 100° C. overnight. The reaction was cooled to ambient temperature, concentrated and purified over silica gel (25-75% EtOAc in hexanes) to afford (S)-benzyl 1′-(5-ethylpyrimidin-2-yl)-2-oxo-1,4′-bipiperidin-3-ylcarbamate (2.8 g, 57% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754226B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-f27e27d72cbd461e8a1f28d3c9211e0f |
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| Source note | uspto-grants-2014_06 |
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