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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1709428Generated: October 30, 2026

Methane → 2-(3-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid ethyl ester

https://huagongshe.com/reaction/1709428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantN-[3-[(3-chlorobenzoyl)amino]-2-pyridinyl]glycine ethyl esterHCID 14390494—
SolventDichloromethaneHCID 6344—
Product2-(3-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid ethyl esterHCID 1561718744%

Reaction Steps

Solid N-[3-[(3-chlorobenzoyl)amino]-2-pyridinyl]glycine ethyl ester, 12.84 g (0.038 mole) was heated in glass at 210°-20° C. in a Wood's metal bath for 7 minutes. The residue was dissolved in methylene chloride, treated with charcoal, and filtered through a Celite pad. The orange filtrate was treated with Florisil® to give a pink filtrate. The filtrate was evaporated to give a solid, which was recrystallized from tetrahydrofuran-petroleum ether. The solid was collected, washed with petroleum ether, and dried under high vacuum at 50° C. for 5 hours to give 5.3 g (44%) of title compound, mp 98°-99.8° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04948800
Source datasetuspto-grants-1990_08
ORD IDord-162d0b04c93f4e46b880fcfe0ad8c56d
Source noteuspto-grants-1990_08