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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76694Generated: October 25, 2026

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

https://huagongshe.com/reaction/76694

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminophenolHCID 11568—
Reactant2-chloro-N4-(2,5-dimethoxy-4-chlorophenyl)-5-fluoro-4-pyrimidineamineHCID 22060622—
ProductN4-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamineHCID 66759583—

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 3-hydroxyaniline with 2-chloro-N4-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-4-pyrimidineamine gave N4-(4-chloro-2,5-dimethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamine. 1H NMR (CD3OD): δ 7.96 (d, 1H, J=4.8 Hz), 7.66 (s, 1H), 7.13 (s, 1H), 7.07 (t, 1H, J=8.7 Hz), 8.86 (m, 2H), 6.57 (dd, 1H, J=3.2 and 8.1 Hz), 3.48 (s, 3H), 3.66 (s, 3H); 19F NMR (CD3OD): −46968.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835430B2
Source datasetuspto-grants-2014_09
ORD IDord-59cc5f8342b84d6d8bac580e0adeecdf
Source noteuspto-grants-2014_09