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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625013Generated: October 31, 2026

Trifluoroacetic acid → 2-Amino-5-bromo-3-iodopyridine

https://huagongshe.com/reaction/1625013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Amino-5-bromopyridineHCID 70622—
ReactantN-IodosuccinimideHCID 120273—
SolventDimethylformamideHCID 6228—
Product2-Amino-5-bromo-3-iodopyridineHCID 1516508—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-amino-5-bromopyridine (2) in DMF was added trifluoroacetic acid (1.2 equiv). At room temperature, N-iodosuccinimide (1.1 equiv) was added and the reaction mixture was heated at 50° C. for 3 h. HPLC indicated complete conversion. After cooling to room temperature the product was precipitated by adding the reaction mixture to water. After neutralization with sodiumthiosulfate and 1N NaOH the title compound (11) was collected by filtration as a brown solid in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779150B2
Source datasetuspto-grants-2014_07
ORD IDord-b101bece693f4b58a9c023edc62c1e54
Source noteuspto-grants-2014_07