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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76752Generated: October 24, 2026

1,4-Benzodioxan-6-ylamine → N2-(3,4-ethylenedioxyphenyl)-5-Fluoro-N4-(1H-pyrrol-1-yl)-2,4-pyrimidinediamine

https://huagongshe.com/en/reaction/76752

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Benzodioxan-6-ylamineHCID 89148—
Reactant2-chloro-5-fluoro-N-(1H-pyrrol-1-yl)-4-pyrimidineamineHCID 22060431—
ProductN2-(3,4-ethylenedioxyphenyl)-5-Fluoro-N4-(1H-pyrrol-1-yl)-2,4-pyrimidinediamineHCID 15603304—

Reaction Steps

In like manner to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, 2-chloro-5-fluoro-N-(1H-pyrrol-1-yl)-4-pyrimidineamine was reacted with 3,4-ethylenedioxyaniline to produce N2-(3,4-ethylenedioxyphenyl)-5-Fluoro-N4-(1H-pyrrol-1-yl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 11.63 (s, 1H), 9.94 (s, 1H), 8.23 (d, 1H, J=4.7 Hz), 6.86 (m, 4H), 6.58 (d, 1H, J=8.8 Hz), 6.12 (t, 2H, J=2.3 Hz), 4.15 (s, 4H). LCMS: ret. time: 17.36 min.; purity: 96%; MS (m/e): 328 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835430B2
Source datasetuspto-grants-2014_09
ORD IDord-30ed29eabf2144cab666968428390cf9
Source noteuspto-grants-2014_09