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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092251Generated: November 2, 2026

Ammonium Chloride → (S)-N3-(5-Cyclopropyl-1H-pyrazol-3-yl)-2,6-difluoro-N1-(1-(4-fluorophenyl)ethyl)benzene-1,3,4-triamine

https://huagongshe.com/reaction/1092251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantAmmonium AcetateHCID 517165—
Reactant(S)-N-(5-Cyclopropyl-1H-pyrazol-3-yl)-2,4-difluoro-N3-(1-(4-fluorophenyl)ethyl)-6-nitrobenzene-1,3-diamineHCID 86621771—
CatalystZincHCID 23994—
SolventMeOH tetrahydrofuranHCID 21899815—
Product(S)-N3-(5-Cyclopropyl-1H-pyrazol-3-yl)-2,6-difluoro-N1-(1-(4-fluorophenyl)ethyl)benzene-1,3,4-triamineHCID 86621763—

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of saturated ammonium chloride (4 ml) was added slowly to a suspension of (S)-N1-(5-cyclopropyl-1H-pyrazol-3-yl)-2,4-difluoro-N3-(1-(4-fluorophenyl)ethyl)-6-nitrobenzene-1,3-diamine (Method 102, 0.30 g, 0.719 mmol) and zinc dust (0.235 g, 3.59 mmol) in MeOH/THF (10 ml, 1:1). The mixture was stirred at 25° C. for 2 hours. Saturated ammonium acetate solution (5 ml) was added and the mixture was stirred for another 30 minutes. Zn dust was removed by filtration and the cake was washed with EtOAc (15 ml). The organic layer was separated and dried over sodium sulfate. After removal of solvent, the product was used directly for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129403B2
Source datasetuspto-grants-2012_03
ORD IDord-ec761648615b4b7ba149ed754d78928f
Source noteuspto-grants-2012_03