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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753391Generated: October 28, 2026

4-Aminobenzonitrile → N2,N4-bis(4-cyanophenyl)-5-fluoro-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1753391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminobenzonitrileHCID 13396—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
ProductN2,N4-bis(4-cyanophenyl)-5-fluoro-2,4-pyrimidinediamineHCID 15603964—

Reaction Steps

In like manner to the preparation of N2,N-4-bis(3-hydroxyphenyl)-5-fluoro-4-pyrimidineamine, 4-aminobenzonitrile and 2,4-dichloro-5-fluoropyrimidine gave N2,N4-bis(4-cyanophenyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 7.26 (d, J=8.7 Hz, 2H), 7.36 (d, J=9.0 Hz, 2H), 7.43 (d, J=8.7 Hz, 2H), 7.60 (d, J=8.7 Hz, 2H), 7.86 (d, J=3.6 Hz, 1H), 9.49 (br, 1H, NH), 9.51 (br, 1H, NH); 19F NMR (282 MHz, DMSO-d6): δ−161.48; LC: 27.15 min.; 100%; MS (m/e): 331.00 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-4b25b0cf8c2d4ba4bb284db5570a335e
Source noteuspto-grants-2015_10