Benzenesulfonamide, 3-amino- → HCID 10289665, compound

HRID 1391557Notes

Reaction equation

HRID 1391557 reaction equation
[CH2:1]([NH:8][C:9]1[N:13]([CH3:14])[C:12]2[CH:15]=[CH:16][C:17]([N:19]([C:21]3[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[N:22]=3)[CH3:20])=[CH:18][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:28][C:29]1[CH:30]=[C:31]([S:35]([NH2:38])(=[O:37])=[O:36])[CH:32]=[CH:33][CH:34]=1>>[ClH:27].[CH2:1]([NH:8][C:9]1[N:13]([CH3:14])[C:12]2[CH:15]=[CH:16][C:17]([N:19]([CH3:20])[C:21]3[CH:26]=[CH:25][N:24]=[C:23]([NH:28][C:29]4[CH:30]=[C:31]([S:35]([NH2:38])(=[O:36])=[O:37])[CH:32]=[CH:33][CH:34]=4)[N:22]=3)=[CH:18][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 59674170HCID 59674170, compound

Product 1

HCID 10289665HCID 10289665, compound

Procedure

The title compound was prepared following the procedure of Example 1 with N2-benzyl-N5-(2-chloropyrimidin-4-yl)-N5,1-dimethyl-1H-benzimidazole-2,5-diamine (95 mg, 0.25 mmol) and 3-amino-benzenesulfonamide (43 mg, 0.25 mmol) as a light pink solid (112 mg, 82%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 10.03 (br s, 2H), 9.55 (br s, 1H), 8.48 (s, 1H), 7.89 (d, J=6.3 Hz, 1H), 7.74 (m, 1H), 7.59 (d, J=8.7 Hz, 1H), 7.51 (m, 2H), 7.22-7.41 (m, 8H), 5.76 (d, J=6.3 Hz, 1H), 4.76 (d, J=5.7 Hz, 2H), 3.763 (s, 3H), 3.48 (s, 3H). MS (ESI) m/z=515 [M+H]+.

Sources & evidence

ORD record
ord-a96f43e289b94e7c93308ef51ae3b12d
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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