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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405311Generated: November 3, 2026

Hydrochloric Acid → HCID 178456037, compound

https://huagongshe.com/reaction/1405311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium AzideHCID 33557—
ReactantHCID 70654248HCID 70654248—
CatalystZinc bromideHCID 10421208—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 178456037HCID 17845603737.6%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of (R)-3-(sec-butyl(methyl)amino)-2-(4-fluorophenyl)quinoxaline-6-carbonitrile (170 mg, 0.51 mmol) in DMSO (25 mL) was added NaN3 (101 mg, 1.55 mmol), ZnBr2 (56 mg, 0.25 mmol) and water (3 mL) and the resulting mixture was stirred overnight at 130° C. The solution was diluted with water (200 mL) and adjusted to pH 4 with HCl (3N), extracted with ethyl acetate (5×50 mL), and the organic layers combined and dried over anhydrous magnesium and concentrated in vacuo to afford (R)—N-sec-butyl-3-(4-fluorophenyl)-N-methyl-7-(1H-tetrazol-5-yl)quinoxalin-2-amine as a yellow solid (72.3 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916561B2
Source datasetuspto-grants-2014_12
ORD IDord-6f6331c22c9e462c85b68cafd5134840
Source noteuspto-grants-2014_12