Reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]2[C:12]3[N:13]([N:17]=[C:18]([NH2:20])[N:19]=3)[CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:4])=[O:3].Br[C:22]1[CH:23]=[C:24]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH:25]=[CH:26][CH:27]=1>>[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([C:11]2[C:12]3[N:13]([N:17]=[C:18]([NH:20][C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([N:28]5[CH2:29][CH2:30][O:31][CH2:32][CH2:33]5)[CH:23]=4)[N:19]=3)[CH:14]=[CH:15][CH:16]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])=[O:4]Participants
3
Procedure
[8-(3-Methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(3-morpholin-4-yl-phenyl)-amine was prepared from 8-(3-methanesulfonyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine (100.0 mg, 0.3468 mmol) and 4-(3-bromo-phenyl)-morpholine (126.0 mg, 0.5204 mmol) in a manner analogous to Step 2d and was isolated as a tan foam (0.018 g, 12%). 1H NMR (400 MHz, CDCl3, δ, ppm): 8.60-8.58 (m, 1H), 8.48 (dd, J=6.7, 1.1 Hz, 1H), 8.46-8.42 (m, 1H), 8.02-7.98 (m, 1H), 7.72 (t, J=7.8 Hz, 1H), 7.68 (dd, J=7.5, 1.1 Hz, 1H), 7.33-7.30 (m, 1H), 7.25 (t, J=8.0 Hz, 1H), 7.06 (dd, J=7.8, 1.5 Hz, 1H), 7.01 (dd, J=7.2, 7.2 Hz, 1H), 6.85 (s, 1H), 6.58 (dd, J=8.4, 2.1 Hz, 1H), 3.91-3.86 (m, 4H), 3.25-3.20 (m, 4H), 3.13 (s, 3H). MS=450 (MH)+.
Sources & evidence
- ORD record
- ord-3fb90da6429a42339b6e2dc7592ee4d2
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08633173B2
Linked notes
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