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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334717Generated: October 30, 2026

Dichloromethane → 4-(6-(Fluoromethyl)pyridin-2-yl)but-3-yn-1-amine

https://huagongshe.com/reaction/334717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-(4-(6-(Fluoromethyl)pyridin-2-yl)but-3-ynyl)isoindoline-1,3-dioneHCID 66597951—
SolventEthanolHCID 702—
Product4-(6-(Fluoromethyl)pyridin-2-yl)but-3-yn-1-amineHCID 6659833263.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

Hydrazine hydrate (1.0 mL, 5.2 mmol) was added to a solution of 2-(4-(6-(fluoromethyl)pyridin-2-yl)but-3-ynyl)isoindoline-1,3-dione (320 mg, 1.04 mmol) in EtOH (3 mL) and the reaction mixture was stirred for 4 hours at 50° C. The mixture was cooled down, DCM was added and the aqueous phase was extracted. The organic phase was washed with saturated solution of NaHCO3, dried over Na2SO4, filtered and concentrated to yield 117 mg (0.66 mmol, 63%) of 4-(6-(fluoromethyl)pyridin-2-yl)but-3-yn-1-amine as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883826B2
Source datasetuspto-grants-2014_11
ORD IDord-57f3eb1224e948dca96daefb5294e02b
Source noteuspto-grants-2014_11