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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753381Generated: October 28, 2026

2,4-Dichloro-5-fluoropyrimidine → N2,N4-bis-(3-chloro-4-hydroxy-5-methylphenyl)-5-fluoro-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1753381

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactant4-Amino-2-chloro-6-methylphenolHCID 2774439—
ProductN2,N4-bis-(3-chloro-4-hydroxy-5-methylphenyl)-5-fluoro-2,4-pyrimidinediamineHCID 22061053—

Reaction Steps

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, the reaction of 2,4-dichloro-5-fluoropyrimidine with 3-chloro-4-hydroxy-5-methylaniline gave N2,N4-bis-(3-chloro-4-hydroxy-5-methylphenyl)-5-fluoro-2,4-pyrimidinediamine. LCMS: ret. time: 20.55 min.; purity: 99%; MS (m/e): 410 (MH+); 1H NMR (DMSO-d6): δ 9.23 (1H, s), 9.07 (1H, s), 8.99 (1H, s), 8.66 (1H, s), 8.13 (1H, d, J=3.6 Hz), 7.59 (2H, t, J=3.1 Hz), 7.50 (1H, d, J=2.3 Hz), 7.34 (1H, d, J=2.3 Hz), 2.27 (3H, s), 2.18 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-47b01b2beb574d25970869f0d00d923e
Source noteuspto-grants-2015_10