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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753280Generated: October 28, 2026

4-(1-Aminoethyl)phenol → (+)-2-chloro-5-fluoro-N4-[1-(4-hydroxyphenyl)ethyl]-4-pyrimidineamine

https://huagongshe.com/reaction/1753280

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(1-Aminoethyl)phenolHCID 123594—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Product(+)-2-chloro-5-fluoro-N4-[1-(4-hydroxyphenyl)ethyl]-4-pyrimidineamineHCID 22061104—

Reaction Steps

In like manner to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine was reacted with 1-(4-hydroxyphenyl)ethylamine to provide (±)-2-chloro-5-fluoro-N4-[1-(4-hydroxyphenyl)ethyl]-4-pyrimidineamine. 1H NMR (CDCl3): δ 7.88 (d, 1H, J=2.3 Hz), 7.50-7.47 (dd, 2H, J=1.7 and 8.7 Hz), 7.26-7.23 (dd, J=8.7 and 1.7 Hz), 5.35-5.28 (m, 2H), 1.59 (d, 3H, J=7.0 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-5b21036c812d480c8d64e1d1faf78c8e
Source noteuspto-grants-2015_10