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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2209045Generated: October 31, 2026

N-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamide → 6-Bromo-4-chloro-2-ethyl-3-methyl-imidazo[4,5-c]pyridine

https://huagongshe.com/reaction/2209045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamideHCID 117843073—
SolventAcetic AcidHCID 176—
SolventHydrochloric AcidHCID 313—
Product6-Bromo-4-chloro-2-ethyl-3-methyl-imidazo[4,5-c]pyridineHCID 117843835—

Reaction Conditions

Temperature100 °C

Reaction Steps

N-(6-bromo-2-chloro-3-(methylamino)pyridin-4-yl)propionamide 2.78 (213 mg, 0.73 mmol) was dissolved in a mixture of HCl (37% aqueous solution) and AcOH 1:5 (12 mL) and the mixture was heated in a sealed tube at 100° C. After 2 h, LC/MS indicated full conversion to desired product. Reaction mixture was evaporated under reduced pressure. Solids were suspended and stirred for 10 min in a basic aqueous solution of NaHCO3 Solids were collected by filtration to isolate 6-bromo-4-chloro-2-ethyl-3-methyl-3H-imidazo[4,5-c]pyridine 2.79. LCMS found for C9H9BrClN3 as (M+H)+ 273.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376441B2
Source datasetuspto-grants-2016_06
ORD IDord-24da1c7810ef4d2bb18b8cca3050c5e9
Source noteuspto-grants-2016_06