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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71446Erstellt: 23. Oktober 2026

2,3-Dihydro-1,4-benzodioxin-6-methylamine → N2-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/de/reaction/71446

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-Dihydro-1,4-benzodioxin-6-methylamineHCID 87102—
Edukt2-chloro-5-fluoro-N-(3-hydroxyphenyl)-4-pyrimidineamineHCID 22060451—
ProduktN2-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamineHCID 22060554—

Reaktionsschritte

In a manner analogous to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidineamine, 2-chloro-5-fluoro-N4-(3-hydroxyphenyl)-4-pyrimidineamine and 2,3-dihydro-1,4-benzodioxin-6-ylmethylamine gave N2-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-5-fluoro-N4-(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CDCl3) δ 4.24 (s, 4 H), 4.45 (d, J=6.0 Hz, 2 H), 6.55 (ddd, J=0.9, 2.4 and 8.4 Hz, 1 H), 6.66 (d, 1 H), 6.84 (m, 4 H), 6.90 (m, 1H), 7.14 (t, J=8.1 Hz, 1 H), 7.30 (m, 1 H), 7.86 (d, J=3.3 Hz, 1H); 19F NMR (282 MHz, CDCl3) 8-170.44; LCMS: ret. time: 18.33 min.; purity: 96.75%; MS (m/e): 369.03 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822685B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-52680c748e394b32aa62150105727dcb
Quellennotizuspto-grants-2014_09