1-(4-Aminophenyl)methanesulfonamide → HCID 10196752, compound

HRID 1391584Notes

Reaction equation

HRID 1391584 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][CH:21]=[CH:20][C:19]=4[F:24])=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N: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].[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][NH:16][C:14]1[N:13]([CH3:25])[C:12]2[CH:26]=[CH:27][C:9]([N:8]([CH3:28])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:29][C:30]4[CH:35]=[CH:34][C:33]([CH2:36][S:37]([NH2:40])(=[O:38])=[O:39])=[CH:32][CH:31]=4)[N:7]=3)=[CH:10][C:11]=2[N:15]=1

Participants

3

Reactant 2

HCID 108214071-(4-Aminophenyl)methanesulfonamideHCID 59674105HCID 59674105, compound

Product 1

HCID 10196752HCID 10196752, compound

Procedure

The title compound was prepared following the procedure of example one with N5-(2-chloro-pyrimidin-4-yl)-N2-(2-fluoro-benzyl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (60 mg, 0.15 mmol) and (4-amino-phenyl)-methanesulfonamide (28 mg, 0.15 mmol) as a white solid (30 mg, 34%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.58 (s, 1H), 7.83 (d, J=6.3 Hz, 1H), 7.68 (d, J=8.4 Hz, 2H), 7.49-7.53 (m, 2H), 7.33-7.40 (m, 1H), 7.17-7.27 (m, 4H), 7.09-7.12 (m, 1H), 6.79 (s, 2H), 5.76 (d, J=6.0 Hz, 1H), 4.72 (d, J=5.4 Hz, 2H), 4.18 (s, 2H), 3.67 (s, 3H), 3.46 (s, 3H). MS (ESI) m/z=547 [M+H]+.

Sources & evidence

ORD record
ord-c028f39c14df424b87dc21d431d775fa
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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