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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427489Generated: October 26, 2026

alpha-Chloro-o-xylene → 2,3-Dimethyl-8-(2-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

https://huagongshe.com/reaction/427489

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Chloro-o-xyleneHCID 11093—
ReactantDiisopropylethylamineHCID 81531—
Reactant8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylateHCID 18357435—
SolventDimethylformamideHCID 6228—
Product2,3-Dimethyl-8-(2-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamideHCID 986142613.2%

Reaction Steps

8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylate (1.0 g, 2.7 mmol), α-chloro-o-xylene (0.38 g, 2.7 mmol) and diisopropylethylamin (0.76 g, 5.9 mmol) in dimethylformamide (7 ml) were stirred at 50° C. for 7 h and at room temperature for 72 h. The solvent was evaporated and the residue was treated with a mixture of methylene chloride, water and a small amount of diisopropylethylamin. The solid that formed was isolated by filtration and washed with ethylacetate to give 0.11 g (13%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313137B1
Source datasetuspto-grants-2001_11
ORD IDord-5fce369b50d845558544c18f95a8161d
Source noteuspto-grants-2001_11