Benzenesulfonamide, 3-amino- → 3-{4-[(2-Benzylamino-1-ethyl-1H-benzoimidazol-5-yl)-methyl-amino]-pyrimidin-2-ylamino}-benzenesulfonamide hydrochloride

HRID 1391579Notes

Reaction equation

HRID 1391579 reaction equation
[CH2:1]([NH:8][C:9]1[N:13]([CH2:14][CH3:15])[C:12]2[CH:16]=[CH:17][C:18]([N:20]([C:22]3[CH:27]=[CH:26][N:25]=[C:24]([Cl:28])[N:23]=3)[CH3:21])=[CH:19][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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:28].[CH2:1]([NH:8][C:9]1[N:13]([CH2:14][CH3:15])[C:12]2[CH:16]=[CH:17][C:18]([N:20]([CH3:21])[C:22]3[CH:27]=[CH:26][N:25]=[C:24]([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:23]=3)=[CH:19][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 59674155HCID 59674155, compound

Product 1

HCID 103120163-{4-[(2-Benzylamino-1-ethyl-1H-benzoimidazol-5-yl)-methyl-amino]-pyrimidin-2-ylamino}-benzenesulfonamide hydrochloride

Procedure

The title compound was prepared following the procedure of example one with N2-Benzyl-N5-(2-chloro-pyrimidin-4-yl)-1-ethyl-N5-methyl-1H-benzoimidazole-2,5-diamine (98 mg, 0.25 mmol) and 3-amino-benzenesulfonamide (43 mg, 0.25 mmol) as a white solid (34 mg, 24%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.61 (s, 1H), 8.56 (s, 1H), 7.75-7.84 (m, 2H), 7.23-7.45 (m, 11H), 7.04 (d, J=7.2 Hz, 1H), 5.71 (d, J=5.7 Hz, 1H), 4.68 (d, J=5.1 Hz, 2H), 4.21 (m, 2H), 3.46 (s, 3H), 1.28 (m, 3H). MS (ESI) m/z=529 [M+H]+.

Sources & evidence

ORD record
ord-d3050512ccb741148fa8ebf1c9514e26
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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