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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76698Generated: October 25, 2026

4-Chloro-2,5-dimethoxyaniline → N2-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/76698

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2,5-dimethoxyanilineHCID 22833—
Reactant2-chloro-5-fluoro-N-(3-hydroxyphenyl)-4-pyrimidineamineHCID 22060451—
ProductN2-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamineHCID 22060583—

Reaction Steps

In like manner to the preparation of N4-(3-chloro-4-trifluoromethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidineamine, the reaction of 2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine with 4-chloro-2,5-dimethoxyaniline gave N2-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 8.04 (d, 1H, J=5.4 Hz), 7.46 (s, 1H), 7.17 (m, 2H), 7.03 (m, 2H), 6.72 (dd, 1H, J=1.8 and 7.8 Hz), 3.85 (s, 3H), 3.52 (s, 3H); LCMS: purity: 98%; MS (m/e): 390 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835430B2
Source datasetuspto-grants-2014_09
ORD IDord-cb245d7aa4a04d3493d8dc1617a04885
Source noteuspto-grants-2014_09