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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264875Generated: November 1, 2026

Triethylamine → 5-Amino-2-(2-furyl)-7-(4-(imidazo[1,2-a]pyridin-2-ylmethyl)piperazinyl)[1,2,4]triazolo[1,5-c]pyrimidine

https://huagongshe.com/reaction/1264875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloromethyl-imidazo(1,2-A)pyridineHCID 957614—
Reactant5-Amino-2-(2-furyl)-7-piperazinyl[1,2,4]triazolo[1,5-c]pyrimidineHCID 18613698—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Amino-2-(2-furyl)-7-(4-(imidazo[1,2-a]pyridin-2-ylmethyl)piperazinyl)[1,2,4]triazolo[1,5-c]pyrimidineHCID 993165951.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

In 7.5 mL of DMF, 500 mg (1.75 mmol) of Compound F and 582 mg (3.51 mmol) of imidazo[1,2-a]pyridin-2-ylmethyl chloride were dissolved. The solution was cooled to 0° C. in an ice bath, and then 1.6 mL of triethylamine was added thereto, followed by stirring at room temperature overnight. After completion of the reaction, water was added to the reaction mixture and a 1.0 mol/L sodium hydroxide solution was further added thereto to adjust the solution to be basic. Then, the mixture was extracted by adding chloroform, and the organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. After evaporation of the solvent, the resulting residue was purified by silica gel column chromatography (2% methanol-chloroform) and then recrystallized from ethanol to obtain 374 mg of Compound 15 as white powder (yield: 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06545000B1
Source datasetuspto-grants-2003_04
ORD IDord-e64d6b3be6614073b4e2df73ee23e07c
Source noteuspto-grants-2003_04