HCID 66520377, compound → HCID 59612341, compound
Reaction equation
Cl[C:2]1[N:24]=[C:5]2[C:6]([NH:10][CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[N:18]([CH3:23])[S:19]([CH3:22])(=[O:21])=[O:20])=[CH:7][CH:8]=[CH:9][N:4]2[N:3]=1.[CH3:25][N:26]1[CH2:31][CH2:30][N:29]([C:32]2[CH:37]=[N:36][CH:35]=[C:34]([NH2:38])[N:33]=2)[CH2:28][CH2:27]1>>[CH3:23][N:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][NH:10][C:6]1[C:5]2[N:4]([N:3]=[C:2]([NH:38][C:34]3[N:33]=[C:32]([N:29]4[CH2:30][CH2:31][N:26]([CH3:25])[CH2:27][CH2:28]4)[CH:37]=[N:36][CH:35]=3)[N:24]=2)[CH:9]=[CH:8][CH:7]=1)[S:19]([CH3:22])(=[O:21])=[O:20]Participants
Procedure
N-Methyl-N-(2-{[2-(4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-6′-ylamino)-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino]-methyl}-phenyl)-methanesulfonamide was prepared from N-{2-[(2-chloro-[1,2,4]triazolo[1,5-a]pyridin-8-ylamino)-methyl]-phenyl}-N-methyl-methanesulfonamide (130 mg, 0.36 mmol) and 4-methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-6′-ylamine (92.159 mg, 0.47689 mmol in a manner analogous to Example 2d. Product was isolated as an off-white foam (28.64 mg, 1.8%). 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.71 (s, 1H), 8.80 (s, 1H), 7.98 (d, J=6.7 Hz, 1H), 7.81 (s, 1H), 7.56 (d, J=7.5 Hz, 1H), 7.40-7.28 (m, 3H), 6.79-6.66 (m, 2H), 6.22 (d, J=8.6 Hz, 1H), 4.63 (s, 2H), 3.55 (s, 4H), 3.26 (s, 3H), 3.12 (s, 3H), 2.41 (s, 4H), 2.22 (s, 3H). MS=523 (MH)+.
Sources & evidence
- ORD record
- ord-bf51a9091e0448cfbf2d0288730d4755
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501936B2
Reaction notes
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