1-(4-Aminophenyl)methanesulfonamide → HCID 10240062, compound

HRID 1391592Notes

Reaction equation

HRID 1391592 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][NH:7][C:8]2[N:12]([CH3:13])[C:11]3[CH:14]=[CH:15][C:16]([N:18]([C:20]4[CH:25]=[CH:24][N:23]=[C:22](Cl)[N:21]=4)[CH3:19])=[CH:17][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[NH2:29][C:30]1[CH:35]=[CH:34][C:33]([CH2:36][S:37]([NH2:40])(=[O:39])=[O:38])=[CH:32][CH:31]=1>>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]2[N:12]([CH3:13])[C:11]3[CH:14]=[CH:15][C:16]([N:18]([CH3:19])[C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH:29][C:30]5[CH:35]=[CH:34][C:33]([CH2:36][S:37]([NH2:40])(=[O:38])=[O:39])=[CH:32][CH:31]=5)[N:21]=4)=[CH:17][C:10]=3[N:9]=2)=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 108214071-(4-Aminophenyl)methanesulfonamideHCID 59674100HCID 59674100, compound

Product 1

HCID 10240062HCID 10240062, compound

Procedure

The title compound was prepared following the procedure of example one with N2-(4-Chloro-benzyl)-N5-(2-chloro-pyrimidin-4-yl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (103 mg, 0.25 mmol) and (4-amino-phenyl)-methanesulfonamide (46 mg, 0.25 mmol) as a white solid (90 mg, 60%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.31 (s, 1H), 8.05 (br s, 1H), 7.72-7.80 (m, 3H), 7.46 (d, J=8.4 Hz, 2H), 7.38 (d, J=8.4 Hz, 2H), 7.32 (d, J=8.4 Hz, 1H), 7.20 (d, J=8.4 Hz, 2H), 7.14 (s, 1H), 6.93 (d, J=8.4 Hz, 1H), 6.78 (s, 2H), 5.66 (d, J=6.0H, 1H), 4.62 (d, J=5.4 Hz, 2H), 4.17 (s, 2H), 3.63 (s, 3H), 3.44 (s, 3H). MS (ESI) m/z=563 [M+H]+.

Sources & evidence

ORD record
ord-dc999a90d3bc4906a492eec5a1d46267
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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