1-(1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone → 1-(1-(1-(7-Fluoroquinolin-6-yl)ethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-6-yl)ethanone
Reaction equation
N1C2C(=CC(CN3C4=NC(C(=O)C)=CN=C4N=N3)=CC=2)C=CC=1.C([O:26][C:27]([C:29]1[N:34]=[C:33]2[N:35]([CH:38]([C:40]3[CH:41]=[C:42]4[C:47](=[CH:48][C:49]=3[F:50])[N:46]=[CH:45][CH:44]=[CH:43]4)[CH3:39])[N:36]=[N:37][C:32]2=[N:31][CH:30]=1)=[CH2:28])C>>[F:50][C:49]1[CH:48]=[C:47]2[C:42]([CH:43]=[CH:44][CH:45]=[N:46]2)=[CH:41][C:40]=1[CH:38]([N:35]1[C:33]2=[N:34][C:29]([C:27](=[O:26])[CH3:28])=[CH:30][N:31]=[C:32]2[N:37]=[N:36]1)[CH3:39]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared in analogy to the synthesis of compound of 52.4 from 6-(1-(6-(1-ethoxyvinyl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)ethyl)-7-fluoroquinoline. 1H-NMR (400 MHz, CDCl3) δ ppm 9.44 (s, 1H), 8.93 (m, 1H), 8.13 (d, 1H), 7.94 (s, 1H) 7.79 (d, 1H), 7.41 (dd, 1H), 6.88 (q, 1H), 2.76 (s, 3H), 2.37 (d, 3H). LCMS (method B): [MH]+=337, tR=2.21 min.
Sources & evidence
- ORD record
- ord-af339235733e40798c032325a933c498
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08497368B2
Reaction notes
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