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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095727Generated: November 2, 2026

Sodium Azide → Tert-butyl cis-4-azido-3-fluoro-piperidine-1-carboxylate

https://huagongshe.com/reaction/1095727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(trans)-Tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylateHCID 52324471—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductTert-butyl cis-4-azido-3-fluoro-piperidine-1-carboxylateHCID 121592108—

Reaction Conditions

Temperature115 °C

Reaction Steps

Sodium azide (4.045 g, 62.22 mmol) was added to a solution of (trans)-tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (3.700 g, 12.44 mmol) dissolved in DMF (25 mL). The reaction was heated to 115° C. for 24 hours. The mixture was cooled and diluted with water and methylene chloride. After separation, the organic layer was dried over Na2SO, filtered and concentrated in vacuo to provide the desired product (quantitative yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138181B2
Source datasetuspto-grants-2012_03
ORD IDord-3fbc656051524f20aa5cd4c6cddec8ac
Source noteuspto-grants-2012_03