3-(3-Aminophenyl)-1,4-dimethylpiperazin-2-one → N-tert-Butyl-3-{2-[3-(1,4-dimethyl-3-oxo-piperazin-2-yl)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-benzenesulfonamide
Reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21](O)=[N:22]3)=[CH:17][CH:16]=2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:25][C:26]1[CH:27]=[C:28]([CH:32]2[N:37]([CH3:38])[CH2:36][CH2:35][N:34]([CH3:39])[C:33]2=[O:40])[CH:29]=[CH:30][CH:31]=1>>[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]2[N:23]3[C:18]([CH:19]=[N:20][C:21]([NH:25][C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([CH:32]5[C:33](=[O:40])[N:34]([CH3:39])[CH2:35][CH2:36][N:37]5[CH3:38])[CH:27]=4)=[N:22]3)=[CH:17][CH:16]=2)[CH:10]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]Participants
Procedure
N-tert-Butyl-3-{2-[3-(1,4-dimethyl-3-oxo-piperazin-2-yl)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-benzenesulfonamide was prepared from N-tert-butyl-3-(2-hydroxy-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide and 3-(3-amino-phenyl)-1,4-dimethyl-piperazin-2-one in an analogous manner to Example 1061. Product isolated as a yellow foam (74 mg, 44%). LCMS (m/e) 548 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.74 (s, 1H), 8.58 (s, 1H), 8.44 (d, 1H, J=7.9 Hz), 7.86 (d, 1H, J=7.8 Hz), 7.80 (d, 1H, J=8.2 Hz), 7.65-7.55 (m, 1H), 7.44-7.35 (m, 2H), 7.09 (d, 1H, J=7.6 Hz), 7.05 (d, 1H, J=4.8 Hz), 6.89 (s, 1H), 6.85 (d, 1H, J=4.8 Hz), 4.71 (s, 1H), 3.77-3.64 (m, 1H), 3.69 (s, 1H), 3.26-2.97 (m, 1H), 2.99 (s, 3H), 2.73-2.62 (m, 1H), 2.17 (s, 3H), 1.23 (s, 9H).
Sources & evidence
- ORD record
- ord-cb2914474ca74c93898436139ddc61ea
- Source dataset
- uspto-grants-2013_06
- Patent number
- US08471005B2
Reaction notes
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