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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890195Generated: October 26, 2026

2-Pyridinamine, 5-iodo- → 2-(3'-Hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1890195

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Pyridinamine, 5-iodo-HCID 88579—
Reactant3-Hydroxyphenacyl bromideHCID 6917206—
SolventAcetonitrileHCID 6342—
Product2-(3'-Hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridineHCID 6713623760.7%

Reaction Conditions

Temperature110 °C

Reaction Steps

987 mg (corresponding to 4.55 mmol) of 2-bromo-3′-hydroxyacetophenone and 1.00 g (corresponding to 4.55 mmol) of 2-amino-5-iodopyridine were dissolved in 50 mL of acetonitrile. The resulting solution was refluxed in an oil bath at 110° C. for 2 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 10 mL of water and 1 mL of methanol. Then, about 10 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 5 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 927 mg (corresponding to 2.76 mmol) of 2-(3′-hydroxyphenyl)-6-iodoimidazo[1,2-a]pyridine (FIG. 2-8, Step 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08506930B2
Source datasetuspto-grants-2013_08
ORD IDord-7c1c3091f7ad476f86292e4c80e393bd
Source noteuspto-grants-2013_08