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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833259Generated: October 30, 2026

Ammonium Chloride → HCID 178466538, compound

https://huagongshe.com/reaction/1833259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrileHCID 22048431—
SolventDimethylformamideHCID 6228—
ProductHCID 178466538HCID 178466538—

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 1-(3-Ethoxy-benzoyl)-6,7-dimethoxy-isoquinoline-4-carbonitrile (50 mg, 140 mmol), sodium azide (20 mg, 310 mmol) and ammonium chloride (16.2 mg, 310 mmol) in DMF (2 mL) was stirred at 120° C. for 24 h. After removal of solvent, the crude product was purified directly by HPLC (Reverse C18, 10%-90% acetonitrile in water in 10 min) afforded our desired product [6,7-Dimethoxy-4-(1H-tetrazol-5-yl)-isoquinolin-1-yl]-(3-ethoxy-phenyl)-methanone with trifluoro-acetic (31 mg, 55%) as a light yellow solid. LC/MS m/e calcd for C21H19N5O4 (MH+) 406, found 406.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067529B2
Source datasetuspto-grants-2006_06
ORD IDord-eed70cc3c1734665aa63b5776de29804
Source noteuspto-grants-2006_06