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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259132Generated: November 2, 2026

Di-tert-butyl dicarbonate → tert-Butyl 5,6-dichloropyridin-3-ylcarbamate

https://huagongshe.com/reaction/1259132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant5-Amino-2,3-dichloropyridineHCID 14595219—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 5,6-dichloropyridin-3-ylcarbamateHCID 22485189—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 5,6-dichloropyridin-3-amine (commercially available) in THF (0.2 M) stirred at 0° C. was added (BOC)2O (1.2 eq). The reaction mixture was heated at 40° C. until full conversion as monitored by TLC. The reaction mixture was then concentrated. Flash chromatography (silica gel, 20-50% EtOAc in hexanes) of the crude afforded tert-butyl 5,6-dichloropyridin-3-ylcarbamate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466167B2
Source datasetuspto-grants-2013_06
ORD IDord-7bd85b19beae4f5291a6e7925bf2d501
Source noteuspto-grants-2013_06