N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine → N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-amine
Reaktionsgleichung
C(O[C@H]1CNC[C@H]1NC1C(CC)=NC(C2C(C)=NC(OC)=CC=2)=C(CC)N=1)C.[CH2:29]([C:31]1[C:32]([NH:51][C@H:52]2[C@@H:56]([O:57][CH2:58][CH3:59])[CH2:55][N:54](C(OCC3C=CC=CC=3)=O)[CH2:53]2)=[N:33][C:34]([CH2:49][CH3:50])=[C:35]([C:37]2[C:38]([C:45]([F:48])([F:47])[F:46])=[N:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=2)[N:36]=1)[CH3:30]>>[CH2:58]([O:57][C@H:56]1[CH2:55][NH:54][CH2:53][C@H:52]1[NH:51][C:32]1[C:31]([CH2:29][CH3:30])=[N:36][C:35]([C:37]2[C:38]([C:45]([F:48])([F:47])[F:46])=[N:39][C:40]([O:43][CH3:44])=[CH:41][CH:42]=2)=[C:34]([CH2:49][CH3:50])[N:33]=1)[CH3:59]Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
Following the procedure for the preparation of N-[(3R,4S)-4-ethoxypyrrolidin-3-yl]-3,6-diethyl-5-(6-methoxy-2-methylpyridin-3-yl)pyrazin-2-amine but substituting benzyl (3R,4S)-3-({3,6-diethyl-5-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]pyrazin-2-yl}amino)-4-ethoxypyrrolidine-1-carboxylate provided the title compound as an amber oil. 1H NMR (CDCl3) δ 1.13, 1.28, 2.41, 2.69, 3.14, 3.37, 3.51, 3.66˜3.75, 4.04, 4.16, 4.69, 5.29, 6.96, 7.54; IR (liq.) 2975 (s), 2417 (b), 2177 (b), 2029 (w), 1923 (w), 1609 (s), 1565 (s), 1479 (s), 1400 (s), 1341 (s), 1278 (s), 1239 (s), 1192 (s), 1177 (s), 1138 (s) cm−1.
Quellen und Nachweise
- ORD-Eintrag
- ord-824378dbbcc240f5b9fd37434ee5084c
- Quelldatensatz
- uspto-grants-2007_07
- Patentnummer
- US07250418B2
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