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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 534620Generated: October 26, 2026

3-Amino-5-fluorobenzotrifluoride → n4-(3,4-Ethylenedioxyphenyl)-5-fluoro-n2-(3-fluoro-5-trifluoromethylphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/534620

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-5-fluorobenzotrifluorideHCID 2735913—
Reactant2-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamineHCID 22060362—
Productn4-(3,4-Ethylenedioxyphenyl)-5-fluoro-n2-(3-fluoro-5-trifluoromethylphenyl)-2,4-pyrimidinediamineHCID 22060377—

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-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine and 3-amino-5-fluorobenzotrifluoride were reacted to provide N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-fluoro-5-trifluoromethylphenyl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 9.75 (s, 1H), 9.32 (d, 1H, J=1.2 Hz), 8.13 (d, 1H, J=3.6 Hz), 7.99 (d, 1H, J=12.3 Hz), 7.77 (s, 1H), 7.21 (d, 1H, J=2.4 Hz), 7.13 (dd, 1H, J=2.1 and 8.7 Hz), 7.03 (d, 1H, J=9.0 Hz), 6.80 (d, 1H, J=8.7 Hz), 4.21 (s, 4H); LCMS: purity: 97%; MS (m/e): 425 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853397B2
Source datasetuspto-grants-2014_10
ORD IDord-1e076c4386f24e849b52039a9225fdbe
Source noteuspto-grants-2014_10