Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422435Generated: November 1, 2026

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

https://huagongshe.com/reaction/422435

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 66598332630%

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, 630%) 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 numberUS08101637B2
Source datasetuspto-grants-2012_01
ORD IDord-2ec3877632e14eb790cc32c550b46240
Source noteuspto-grants-2012_01