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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733913Generated: October 27, 2026

1,4-Benzodioxan-6-ylamine → HCID 22060833, compound

https://huagongshe.com/reaction/733913

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Benzodioxan-6-ylamineHCID 89148—
ReactantN4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamineHCID 22060334—
ReactantHCID 22060342HCID 22060342—
ProductHCID 22060833HCID 22060833—

Reaction Steps

In a manner similar to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, 2-chloro-N4-[(5-chloro-1-benzothiophen-3-yl)methyl]-5-fluoro-4-pyrimidineamine and 3,4-ethylenedioxyaniline were reacted to yield N4-[(5-chloro-1-benzothiophen-3-yl)methyl]-N2-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 8.08 (d, 1H, J=1.8 Hz), 8.02 (d, 1H, J=8.7 Hz), 7.97 (d, 1H, J=4.8 Hz), 7.63 (s, 1H), 7.42 (dd, 1H, J=1.8 and 9.3 Hz), 7.07 (bs, 1H), 6.85 (dd, 1H, J=2.4 and 8.7 Hz), 6.56 (d, 1H, J=8.7 Hz), 4.77 (s, 1H), 4.75 (s, 1H), 4.14 (s, 4H); LCMS: ret. time: 25.89 min.; purity: 97%; MS (m/e): 444 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589200B2
Source datasetuspto-grants-2009_09
ORD IDord-57104812a3f44149b1113b8fa1fbb1da
Source noteuspto-grants-2009_09