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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021936Generated: October 25, 2026

Cesium carbonate → tert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylate

https://huagongshe.com/reaction/1021936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant6-Nitropyridin-3-olHCID 2762857—
ReactantTert-butyl 3-iodoazetidine-1-carboxylateHCID 11000522—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-(6-Nitropyridin-3-yloxy)azetidine-1-carboxylateHCID 5804365259%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 206a (2.24 g, 7.9 mmol), 6-nitropyridin-3-ol (1.0 g, 7.2 mmol), and Cs2CO3 (2.6 g, 7.9 mmol) in DMF (8 mL) was heated at 125° C. in a sealed tube overnight. The solid was filtered and washed with ethyl acetate (2×20 mL). The combined filtrate was evaporated in vacuo and the residue was purified on reverse-phase Combiflash to afford 206b (1.25 g, 59%). MS-ESI: [M+H]+ 296.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716274B2
Source datasetuspto-grants-2014_05
ORD IDord-f0b7d480b3ad4b778bfed5251dcbe17b
Source noteuspto-grants-2014_05