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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1526002Generated: November 3, 2026

Hydrochloric Acid → (3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)Methanone

https://huagongshe.com/reaction/1526002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-(3,5-Difluorobenzoyl)-2-fluorobenzonitrileHCID 68671472—
SolventTetrahydrofuranHCID 8028—
Product(3-amino-1H-indazol-5-yl)(3,5-difluorophenyl)MethanoneHCID 68670985—

Reaction Steps

A mixture of 5-(3,5-difluoro-benzoyl)-2-fluoro-benzonitrile (2.05 g, 7.84 mmol) and hydrazine hydrate (0.73 mL, 15.7 mmol) in dry tetrahydrofuran (100 mL) was stirred at room temperature for 2 hours. The reaction mixture was treated with 37% hydrochloric acid (1.3 mL, 15.7 mmol) for 30 min and then the volatiles were partially evaporated. The reaction mixture was then diluted with water (100 mL) and aqueous NH3 was added to reach neutral pH. The resulting solid was filtered, washed thoroughly with water and dried under vacuum at 60° C. The title compound was obtained as yellow solid (1.75 g, 80% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09085558B2
Source datasetuspto-grants-2015_07
ORD IDord-ef29393150cd40b0b7b4165a3e753df9
Source noteuspto-grants-2015_07