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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446751Generated: October 29, 2026

1,1-Dimethylhydrazine → 4-{7-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamine

https://huagongshe.com/reaction/1446751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-DimethylhydrazineHCID 5976—
Reactant7-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-3-(4-nitro-phenyl)-imidazo[1,2-a]pyridineHCID 68541271—
CatalystIron chloride (FeCl3)HCID 24380—
SolventMethanolHCID 887—
Product4-{7-[2-(4-Methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamineHCID 68543232—

Reaction Conditions

Temperature70 °C

Reaction Steps

Combine 7-[2-(4-methyl-piperazin-1-yl)-pyrimidin-5-yl]-3-(4-nitro-phenyl)-imidazo[1,2-a]pyridine (0.372 g, 0.895 mmol), iron(III) chloride (0.007 g, 0.045 mmol), and 1,1-dimethylhydrazine (0.68 mL, 8.95 mmol) in methanol (10 mL). Attach a reflux condenser, and heat the mixture to 70° C., stir overnight (15 hours), and cool to room temperature. Slurry the mixture into additional methanol and filter through Celite® 521. Concentrate the solution in vacuo to afford yellow solid intermediate amine, 4-{7-[2-(4-methyl-piperazin-1-yl)-pyrimidin-5-yl]-imidazo[1,2-a]pyridin-3-yl}-phenylamine. Use as is. MS(ES), m/z 386 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666879B2
Source datasetuspto-grants-2010_02
ORD IDord-71e16f5b6c134de58f5482dca9116e78
Source noteuspto-grants-2010_02