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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043776Generated: October 30, 2026

Ethyl Acetate → HCID 45786893, compound

https://huagongshe.com/reaction/1043776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-Chloro-5-nitropyridineHCID 78308—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 45786893HCID 45786893—

Reaction Steps

To a solution of tert-butyl 4-hydroxypiperidine-1-carboxylate (1 eq) in DMF was added potassium bis-trimethylsilylamide (1.5 eq, 1M solution in tetrahydrofuran). The solution was stirred at room temperature for 10 minutes, and 2-chloro-5-nitropyridine (1.2 eq) was added. The reaction mixture was submitted to microwave irradiation for 600 seconds at 145° C. EtOAc and water were added to the reaction and the layers separated. The organic layer was washed with water, brine, dried over sodium sulfate and evaporated to give brown crude material. Purification by silica gel column chromatography using 10% EtOAc/hexane afforded the product as a light yellow solid. LC/MS (m/z): 324.3 (MH+), Rt 3.33 minutes

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563549B2
Source datasetuspto-grants-2013_10
ORD IDord-21a398a43bbe45a69c13867e456f3b9e
Source noteuspto-grants-2013_10