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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76730Generated: October 26, 2026

3-Amino-N-methylbenzamide → 5-fluoro-N4-(3-hydroxyphenyl)-N2-[3-[(N-methylamino)carbonyl]phenyl]-2,4-pyrimidinediamine

https://huagongshe.com/reaction/76730

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-N-methylbenzamideHCID 676526—
Reactant2-chloro-5-fluoro-N-(3-hydroxyphenyl)-4-pyrimidineamineHCID 22060451—
Product5-fluoro-N4-(3-hydroxyphenyl)-N2-[3-[(N-methylamino)carbonyl]phenyl]-2,4-pyrimidinediamineHCID 22060808—

Reaction Steps

In like manner to the preparation of 5-fluoro-N4-(3-hydroxyphenyl)-N2-[4-(3-phenyl-1,2,4-oxadiazol-5-yl)methyleneoxyphenyl]-2,4-pyrimidinediamine, 2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine and 3-[(N-methylamino)carbonyl]aniline were reacted to provide 5-fluoro-N4-(3-hydroxyphenyl)-N2-[3-[(N-methylamino)carbonyl]phenyl]-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 8.01 (d, 1H, J=5.4 Hz), 7.84 (t, 1H, J=1.8 Hz), 7.68-7.61 (m, 2H), 7.45 (t, 1H, J=8.4 Hz), 7.16-7.03 (m, 3H), 6.68 (td, 1H, J=1.2 and 8.7 Hz), 2.90 (s, 3H); LCMS: purity: 95%; MS (m/e): 354 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835430B2
Source datasetuspto-grants-2014_09
ORD IDord-1c247daf82f442e0aab8a86635edccb4
Source noteuspto-grants-2014_09