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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707656Generated: October 29, 2026

Hydrochloric Acid → HCID 178477330, compound

https://huagongshe.com/reaction/1707656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
Reactant3-[4-(4-chloro-2-cyano-1-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridineHCID 18961912—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
ProductHCID 178477330HCID 17847733081.9%

Reaction Conditions

Temperature135 °C

Reaction Steps

To a mixture of 3-[4-(4-chloro-2-cyano-1-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine (846 mg) in 1,3-dimethyl-2-imidazolidinone (10 ml) was added sodium azide (539 mg) and triethylamine hydrochloride (1.425 g) and stirred at 135° C. for 24 hours. The reaction mixture was poured into ice-water and the pH value was adjusted to 4 with 7% hydrochloric acid, extracted with ethyl acetate (twice) and the organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was crystallized from methyl cyanide and washed hot methyl cyanide to give 3-[4-[4-chloro-2-(1H-tetrazol-5-yl)-1-pyrrolyl]-benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine(766 mg) as a brown solid. mp: 88°-90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05354759
Source datasetuspto-grants-1994_10
ORD IDord-fccb61eba3254dec942e4a94da6baf49
Source noteuspto-grants-1994_10