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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285170Generated: October 30, 2026

Hydrochloric Acid → 5-Fluoro-2-hydrazinyl-3-methylpyridine

https://huagongshe.com/reaction/2285170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-Benzhydrylidene-N'-(5-fluoro-3-methyl-pyridin-2-yl)-hydrazineHCID 86687171—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product5-Fluoro-2-hydrazinyl-3-methylpyridineHCID 5340300687%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of Intermediate 105a (194 mg, 0.635 mmol) in toluene (13 mL) was treated with HCl (37%, 3.5 mL) and heated at 110° C. for 1.5 h. After cooling to RT, the reaction mixture was diluted with water and extracted with toluene (×3). The aqueous layer was cooled to 0° C., neutralised with 5N NaOH and extracted with DCM (×3). The combined organic layers were dried (MgSO4) and concentrated in vacuo to afford the title compound (78 mg, 86%) as a silver/green solid. LCMS (Method 4): Rt 0.29 min, m/z 142 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145413B2
Source datasetuspto-grants-2015_09
ORD IDord-4d9e6f6eb29b41479a178cfa1f17105f
Source noteuspto-grants-2015_09