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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 341212Generated: October 26, 2026

Ammonium Chloride → 7-(2H-Tetrazol-5-yl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/341212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
ReactantImidazo(1,2-a)pyridine-7-carbonitrileHCID 55267408—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product7-(2H-Tetrazol-5-yl)-imidazo[1,2-a]pyridineHCID 59277761330%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium azide (97 mg, 1.45 mmol) was added to a stirred mixture of NH4Cl (82 mg, 1.53 mmol) and imidazo[1,2-a]pyridine-7-carbonitrile (200 mg, 1.4 mmol) in dry DMF (5 ml) at RT under N2. The reaction was stirred and heated at 80° C. in a sealed vial for 10 hours. [3 identical reactions were run in parallel]. After cooling to RT the reaction mixtures were combined and diluted with Et2O. The solid was collected by filtration and dried to give the title compound (860 mg) as a light brown solid. [presumably contains NaCl] 1H NMR (400 MHz, DMSO-d6): 8.55 (1H, dd), 8.02 (1H, s), 7.94 (1H, s), 7.57 (1H, d), 7.54 (1H, dd).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895745B2
Source datasetuspto-grants-2014_11
ORD IDord-3e68f5b1492e4e5bb527c6bedc8d085a
Source noteuspto-grants-2014_11