5-Amino-2-methylbenzenesulfonamide → HCID 10239988, compound

HRID 1391591Notes

Reaction equation

HRID 1391591 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]=[CH:32][C:33](C)=[C:34]([S:36]([NH2:39])(=[O:38])=[O:37])[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:35]=[C:34]([S:36]([NH2:39])(=[O:37])=[O:38])[CH:33]=[CH:32][CH:31]=4)[N:20]=3)=[CH:16][C:9]=2[N:8]=1

Participants

3

Reactant 2

HCID 2355115-Amino-2-methylbenzenesulfonamideHCID 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 5-amino-2-methyl-benzenesulfonamide (22 mg, 0.12 mmol) as a white solid (42 mg, 58%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.79 (s, 1H), 8.54 (s, 1H), 7.81-7.84 (M, 1H), 7.66-7.69 (m, 1H), 7.11-7.56 (m, 11H), 5.69 (d, J=6.0 Hz, 1H), 4.72 (d, J=5.4 Hz, 2H), 3.70 (s, 3H), 3.48 (s, 3H), 2.51 (s, 3H). MS (ESI) m/z=563 [M+H]+.

Sources & evidence

ORD record
ord-a707d02cc8694fe699c33c0802f4f2ea
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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