4-(1-Methanesulfonylethyl)aniline → N5-{2-[4-(1-Methanesulfonyl-ethyl)-phenylamino]-pyrimidin-4-yl}-1,N5-dimethyl-N2-(4-methyl-benzyl)-1H-benzoimidazole-2,5-diamine hydrochloride
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:28])[C:9]2[CH:27]=[CH:26][C:12]3[N:13]([CH3:25])[C:14]([NH:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=4)=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:29][S:30]([CH:33]([C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1)[CH3:34])(=[O:32])=[O:31]>>[ClH:1].[CH3:29][S:30]([CH:33]([C:35]1[CH:36]=[CH:37][C:38]([NH:41][C:2]2[N:7]=[C:6]([N:8]([CH3:28])[C:9]3[CH:27]=[CH:26][C:12]4[N:13]([CH3:25])[C:14]([NH:16][CH2:17][C:18]5[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=5)=[N:15][C:11]=4[CH:10]=3)[CH:5]=[CH:4][N:3]=2)=[CH:39][CH:40]=1)[CH3:34])(=[O:31])=[O:32]Participants
3
Procedure
The title compound was prepared following the procedure of example one with N5-(2-Chloro-pyrimidin-4-yl)-1,N5-dimethyl-N2-(4-methyl-benzyl)-1H-benzoimidazole-2,5-diamine (98 mg, 0.25 mmol) and 4-(1-methanesulfonyl-ethyl)-phenylamine (50 mg, 0.25 mmol) as a white solid (151 mg, 97%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.20 (s, 1H), 7.76-7.79 (M, 3H), 7.38 (m, 1H), 7.21-7.29 (m, 5H), 7.08-7.13 (M, 3H), 6.83 (d, J=8.1 Hz, 1H), 5.64 (d, J=6.0 Hz, 1H), 4.54 (d, J=5.1 Hz, 2H), 4.39 (m, 1H), 3.57 (s, 3H), 3.43 (S, 3H), 2.76 (s, 3H), 2.26 (s, 3H), 1.59 (d, J=7.2 Hz, 3H).
Sources & evidence
- ORD record
- ord-9b1f409762a24626b2c0292a1bc587b1
- Source dataset
- uspto-grants-2008_03
- Patent number
- US07338959B2
Reaction notes
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