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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451722Generated: October 30, 2026

Dimethylformamide → HCID 59201594, compound

https://huagongshe.com/reaction/451722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AzideHCID 33557—
ReactantHCID 59201550HCID 59201550—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 59201594HCID 5920159499.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

(R)-tert-butyl 3-((R)-1-(3-chlorophenyl)-1-(2-(methylsulfonyloxy)ethoxy)butyl)piperidine-1-carboxylate (900 mg, 1.82 mmol) was dissolved into anhydrous DMF (15 mL), solid NaN3 (230 mg, 3.51 mmol) was added and the reaction mixture was heated to 70° C. overnight. The reaction mixture was cooled to rt and then was diluted with ethyl acetate (110 mL), and water (30 mL), the organic phase was washed with water (3×20 mL), dried over Na2SO4 and evaporated to give (R)-tert-butyl 3-((R)-1-(2-azidoethoxy)-1-(3-chlorophenyl)butyl)piperidine-1-carboxylate (790 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487108B2
Source datasetuspto-grants-2013_07
ORD IDord-6d6f932c036f480283df3ef0e1d013f6
Source noteuspto-grants-2013_07