2,4-Dichloro-5-fluoropyrimidine → N2,N4-bis(4-ethoxycarbonylamino-3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine
Reaktionsgleichung
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[CH2:10]([O:12][C:13]([NH:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][C:17]=1[OH:23])=[O:14])[CH3:11]>>[CH2:10]([O:12][C:13]([NH:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:2]2[N:7]=[C:6]([NH:20][C:19]3[CH:21]=[CH:22][C:16]([NH:15][C:13]([O:12][CH2:10][CH3:11])=[O:14])=[C:17]([OH:23])[CH:18]=3)[C:5]([F:9])=[CH:4][N:3]=2)=[CH:18][C:17]=1[OH:23])=[O:14])[CH3:11]Komponenten
3
Versuchsvorschrift
In like manner to N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 2,4-dichloro-5-fluoropyrimidine and 4-ethoxycarbonylamino-3-hydroxyaniline were reacted to yield N2,N4-bis(4-ethoxycarbonylamino-3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 7.86 (d, 1H J=4 Hz), 7.67 (m, 2H), 7.20 (dd, 1H, J=8 Hz, J=4.1 Hz), 7.13 (d, 1H), 6.90 (m, 2H), 4.2(m, 4H), 1.32 (m, 6H); LCMS: ret. time: 20.92 min.; purity: 98%; MS (m/e): 487 (MH+).
Quellen und Nachweise
- ORD-Eintrag
- ord-045f82071e174caf86f681a759ecee07