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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2266670Generated: October 31, 2026

(3-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-3-yl)-prop-2-ynyl)-carbamic acid tert-butyl ester → 5-(3-Amino-prop-1-ynyl)-3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-2-ylamine

https://huagongshe.com/reaction/2266670

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-3-yl)-prop-2-ynyl)-carbamic acid tert-butyl esterHCID 58885785—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product5-(3-Amino-prop-1-ynyl)-3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-2-ylamineHCID 2111147093%

Reaction Steps

The solution of (3-{6-Amino-5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-3-yl}-prop-2-ynyl)-carbamic acid tert-butyl ester in 25% TFA in dichloromethane was stirred for 2 hr, then washed by 2N NaOH, water twice, brine, dried over Na2SO4. After filtration and evaporation, 5-(3-amino-prop-1-ynyl)-3-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyridin-2-ylamine was obtained in 93% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858643B2
Source datasetuspto-grants-2010_12
ORD IDord-c8eecdac5c034ac7ac5ecd31c53cf84c
Source noteuspto-grants-2010_12