Reaktionsgleichung
C1(N[C:7]2[C:12]([CH3:13])=[C:11]([CH3:14])[N:10]=[C:9]([NH:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=3)[N:8]=2)CCCC1.[F:23][C:24]([F:34])([F:33])[O:25][C:26]1[CH:27]=[C:28]([NH2:32])[CH:29]=[CH:30][CH:31]=1>>[CH3:13][C:12]1[C:7]([NH:32][C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([O:25][C:24]([F:33])([F:34])[F:23])[CH:27]=2)=[N:8][C:9]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:10][C:11]=1[CH3:14]Komponenten
Versuchsvorschrift
The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using [3-(trifluoromethoxy)phenyl]amine instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, CDCl3) δ ppm 2.09 (s, 3H), 2.35 (s, 3H), 4.73 (d, J=5.6 Hz, 2H), 6.08 (bs, 1H), 6.48 (bs, 1H), 6.88 (d, J=7.3 Hz, 1H), 7.16 (t, J=7.3 Hz, 1H), 7.22-7.34 (m, 3H), 7.62 (t, J=9.4 Hz, 1H), 7.75 (s, 1H), 8.57 (d, J=3.2 Hz, 1H); MS (ESI) m/z 390.7 (M+1)+.
Aufarbeitung
- customThe titled compound was synthesized
- customThe crude material was purified by column chromatography
- washeluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1)
- washthe final product was washed with diethyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-3fa9a11a989e47579834616901712e6d
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09447051B2
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