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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753445Generated: October 28, 2026

1,4-Benzodioxan-6-ylamine → HCID 22060605, compound

https://huagongshe.com/reaction/1753445

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Benzodioxan-6-ylamineHCID 89148—
ReactantN4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamineHCID 22060334—
ReactantHCID 22060529HCID 22060529—
ProductHCID 22060605HCID 22060605—

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 3,4-ethylenedioxyaniline were reacted to yield 5-bromo-N2-(3,4-ethylenedioxyphenyl)-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CDCl3): δ 9.33 (s, 1H), 9.06 (s, 1H), 8.34 (s, 1H), 8.14 (s, 1H), 7.13-7.06 (m, 4H), 6.94 (bs, 1H), 6.61 (d, 1H, J=8.7 Hz), 6.54-6.50 (m, 1H), 4.17-4.13 (m, 4H); LCMS: ret. time: 20.01 min.; purity: 93%; MS (m/e): 416 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-d53e81ca83464ac2a0632772e9b49557
Source noteuspto-grants-2015_10