5-Amino-2-methylbenzenesulfonamide → HCID 10240060, compound

HRID 1391576Notes

Reaction equation

HRID 1391576 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:31]=[CH:32][C:33]([CH3:40])=[C:34]([S:36]([NH2:39])(=[O:38])=[O:37])[CH:35]=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:31]=[CH:32][C:33]([CH3:40])=[C:34]([S:36]([NH2:39])(=[O:37])=[O:38])[CH:35]=5)[N:21]=4)=[CH:17][C:10]=3[N:9]=2)=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 2355115-Amino-2-methylbenzenesulfonamideHCID 59674100HCID 59674100, compound

Product 1

HCID 10240060HCID 10240060, 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 5-amino-2-methyl-benzenesulfonamide (47 mg, 0.25 mmol) as a white solid (106 mg, 71%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 10.17 (br s, 1H), 9.40 (br s, 1H), 8.45 (s, 1H), 7.85 (d, J=6.6 Hz, 1H), 7.62 (m, 2H), 7.49-7.52 (m, 2H), 7.42-7.45 (m, 2H), 7.37 (s, 1H), 7.23-7.31 (m, 4H), 5.75 (m, 1H), 4.72 (d, J=5.7 Hz, 2H), 3.70 (s, 3H), 3.49 (s, 3H), 2.52 (s, 3H). MS (ESI) m/z=561 [M−H]−.

Sources & evidence

ORD record
ord-cf7e6337551443f78b736086e4b5ca2c
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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