Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923466Generated: November 2, 2026

Water → HCID 90192599, compound

https://huagongshe.com/reaction/923466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Chloro-N,N-2-trimethylpropenylamineHCID 640792—
Reactant8-((2,6-Difluorobenzyl)oxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acidHCID 86717872—
ReactantHCID 118308755HCID 118308755—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 90192599HCID 9019259923.7%

Reaction Steps

To a mixture of 167 mg of 8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid and 1.5 ml of dichloromethane was added 90 μl of 1-chloro-N,N,2-trimethylprop-1-en-1-amine under ice-cooling, followed by stirring at room temperature for 30 minutes. A solution of 93 mg of ethyl 2-amino-2-(pyrimidin-5-yl)propanoate in 1.5 ml of dichloromethane and 0.15 ml of triethylamine were added thereto under ice-cooling, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with chloroform. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 56 mg of ethyl 2-[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}carbonyl)amino]-2-(pyrimidin-5-yl)propanoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278968B2
Source datasetuspto-grants-2016_03
ORD IDord-bc45c0abea1d4f6597de33f061d62722
Source noteuspto-grants-2016_03