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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645363Generated: October 30, 2026

2-Chloroaniline → HCID 24771611, compound

https://huagongshe.com/reaction/645363

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroanilineHCID 7240—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-chloroimidazo[1,2-a]pyridine-2-carboxylic acidHCID 2757614—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 136346319HCID 136346319—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductHCID 24771611HCID 24771611—

Reaction Conditions

Temperature70 °C

Reaction Steps

54 μl of 2-chloroaniline, 211 mg of HATU, 75 mg of 1-hydroxyaminotriazole and 237 μl of N,N-diisopropylethylamine are added to a solution of 100 mg of 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid in 1 ml of N,N-dimethylformamide. The reaction mixture is heated at 70° C. for 16 hours, diluted with a saturated sodium hydrogencarbonate solution and extracted with ethyl acetate. The combined organic phases are dried and concentrated under reduced pressure. The residue is purified by flash chromatography on silica, elution being carried out with a hexane/ethyl acetate 70/30 mixture to give 62 mg of 6-chloro-N-(2-chlorophenyl)imidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704989B2
Source datasetuspto-grants-2010_04
ORD IDord-e642ba07940644169aad1ad2344d58f2
Source noteuspto-grants-2010_04