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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163650Generated: October 29, 2026

Allylamine → N2-allyl-5-bromo-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1163650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllylamineHCID 7853—
ReactantN4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamineHCID 22060334—
ReactantHCID 22060529HCID 22060529—
ProductN2-allyl-5-bromo-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamineHCID 22061004—

Reaction Steps

In a manner similar to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, 5-bromo-2-chloro-N4-(3-hydroxyphenyl)-4-pyrimidineamine and allylamine were reacted to yield N2-allyl-5-bromo-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 8.08 (s, 1H), 7.21 (t, 1H, J=8.1 Hz), 7.02-6.97 (m, 2H), 6.71 (dd, 1H, J=2.4 and 8.7 Hz), 5.91-5.77 (m, 1H), 5.19-5.09 (m, 2H), 3.94-3.89 (m, 2H); LCMS: ret. time: 18.33 min.; purity: 99%; MS (m/e): 322 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820819B2
Source datasetuspto-grants-2010_10
ORD IDord-80279be661b544d596af7165eb850c6e
Source noteuspto-grants-2010_10