Benzenesulfonamide, 3-amino- → HCID 10239988, compound

HRID 1391590Notes

Reaction equation

HRID 1391590 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[CH2:5][NH:6][C:7]1[N:11]([CH3:12])[C:10]2[CH:13]=[CH:14][C:15]([N:17]([C:19]3[CH:24]=[CH:23][N:22]=[C:21](Cl)[N:20]=3)[CH3:18])=[CH:16][C:9]=2[N:8]=1.[NH2:29][C:30]1[CH:31]=[C:32]([S:36]([NH2:39])(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1>>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][CH:28]=1)[CH2:5][NH:6][C:7]1[N:11]([CH3:12])[C:10]2[CH:13]=[CH:14][C:15]([N:17]([CH3:18])[C:19]3[CH:24]=[CH:23][N:22]=[C:21]([NH:29][C:30]4[CH:31]=[C:32]([S:36]([NH2:39])(=[O:37])=[O:38])[CH:33]=[CH:34][CH:35]=4)[N:20]=3)=[CH:16][C:9]=2[N:8]=1

Participants

3

Reactant 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 59674129HCID 59674129, compound

Product 1

HCID 10239988HCID 10239988, compound

Procedure

The title compound was prepared following the procedure of example one with N2-(3-Chloro-benzyl)-N5-(2-chloro-pyrimidin-4-yl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (50 mg, 0.12 mmol) and 3-amino-benzenesulfonamide (21 mg, 0.12 mmol) as a white solid (31 mg, 44%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.51 (s, 1H), 8.60 (s, 1H), 7.76-7.80 (M, 2H), 7.25-7.47 (m, 10H), 7.13 (s, 1H), 6.90 (d, J=7.8 Hz, 1H), 5.64 (d, J=6.0 Hz, 1H), 4.62 (d, J=5.4 Hz, 2H), 3.61 (s, 3H), 3.45 (s, 3H). MS (ESI) m/z=549 [M+H]+.

Sources & evidence

ORD record
ord-da243c90a3e148abaa01c97e8a33fb62
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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