1,4-Benzodioxan-6-ylamine → N2-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-[4-(hydroxymethyl)phenyl]-2,4-pyrimidinediamine

HRID 405429

Reaktionsgleichung

Reaktionsgleichung von HRID 405429
C1COC2C=CC([NH:11][C:12]3[C:17]([F:18])=[CH:16][N:15]=[C:14]([NH:19][C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([OH:26])[CH:21]=4)[N:13]=3)=CC=2O1.ClC1N=C(N[C:35]2[CH:40]=[CH:39][C:38]([CH2:41][OH:42])=[CH:37][CH:36]=2)C(F)=CN=1.[CH2:44]1[CH2:54]OC2C=CC(N)=CC=2[O:45]1>>[CH2:54]1[CH2:44][O:45][C:23]2[CH:24]=[CH:25][C:20]([N:19]([C:35]3[CH:36]=[CH:37][C:38]([CH2:41][OH:42])=[CH:39][CH:40]=3)[C:14]3[N:13]=[C:12]([NH2:11])[C:17]([F:18])=[CH:16][N:15]=3)=[CH:21][C:22]=2[O:26]1

Komponenten

4

Edukt 3

HCID 891481,4-Benzodioxan-6-ylamineHCID 22060334N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-primidinediamineHCID 220604802-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]4-pyrimidineamine

Produkt 1

HCID 22061110N2-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-[4-(hydroxymethyl)phenyl]-2,4-pyrimidinediamine

Versuchsvorschrift

In a manner similar to the preparation of N4-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidinediamine, 2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]-4-pyrimidineamine and 3,4-ethylenedioxyaniline were reacted to yield N2-(3,4-ethylenedioxyphenyl)-5-fluoro-N2-[4-(hydroxymethyl)phenyl]-2,4-pyrimidinediamine. 1H NMR (CDCl3): δ 7.92 (bs, 1H), 7.62 (d, 2H, J=8.7 Hz), 7.36 (d, 2H, J=8.7 Hz), 7.19 (d, 1H, J=2.1), 6.87 (dd, 1H, J=2.7 and 8.7 Hz), 6.79 (d, 1H, J=8.7 Hz), 4.68 (s, 2H), 4.28-4.23 (m, 4H); 19F NMR (CDCl3): −4.7466; LCMS: ret. time: 17.86 min.; purity: 93%; MS (m/e): 369 (MH+).

Aufarbeitung

  1. customwere reacted

Quellen und Nachweise

ORD-Eintrag
ord-6282c96d1ec74ca5b09fbfca8773e168
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748597B2

Verknüpfte Notizen

Wird geladen…