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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202866Generated: November 1, 2026

5-Iodo-3-methylpyridin-2-amine → 2-Cyclopropyl-6-iodo-3,8-dimethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/2202866

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Iodo-3-methylpyridin-2-amineHCID 959586—
ReactantCalcium ChlorideHCID 5284359—
Reactant2-Bromo-1-cyclopropylpropan-1-oneHCID 45080805—
SolventDimethylformamideHCID 6228—
Product2-Cyclopropyl-6-iodo-3,8-dimethylimidazo[1,2-a]pyridineHCID 12138624852%

Reaction Steps

A mixture of 5-iodo-3-methylpyridin-2-amine (100 mg), 2-bromo-1-cyclopropylpropan-1-one (113 mg) and DMF (1 ml) was stirred at 80° C. under a dry atmosphere (CaCl2 tube) overnight. The mixture was quenched with saturated NaHCO3 solution and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc) to give the title compound (69.3 mg) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-3e6693a7165f423fbdceff5e29b28df3
Source noteuspto-grants-2016_06