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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747841Generated: October 31, 2026

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

https://huagongshe.com/reaction/1747841

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 (II) was collected by filtration as a brown solid in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150594B2
Source datasetuspto-grants-2015_10
ORD IDord-b44c20aa515948ec94b7863e73d4a1e6
Source noteuspto-grants-2015_10