5-Amino-2-methylbenzenesulfonamide → 2-Methyl-5-(4-{methyl-[1-methyl-2-(4-methyl-benzylamino)-1H-benzoimidazol-5-yl]-amino}-pyrimidin-2-ylamino)-benzenesulfonamide hydrochloride

HRID 1391599Notes

Reaction equation

HRID 1391599 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:28])[C:9]2[CH:27]=[CH:26][C:12]3[N:13]([CH3:25])[C:14]([NH:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=4)=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N: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].[CH3:40][C:33]1[CH:32]=[CH:31][C:30]([NH:29][C:2]2[N:7]=[C:6]([N:8]([CH3:28])[C:9]3[CH:27]=[CH:26][C:12]4[N:13]([CH3:25])[C:14]([NH:16][CH2:17][C:18]5[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=5)=[N:15][C:11]=4[CH:10]=3)[CH:5]=[CH:4][N:3]=2)=[CH:35][C:34]=1[S:36]([NH2:39])(=[O:38])=[O:37]

Participants

3

Reactant 2

HCID 2355115-Amino-2-methylbenzenesulfonamideHCID 59674205HCID 59674205, compound

Product 1

HCID 101752242-Methyl-5-(4-{methyl-[1-methyl-2-(4-methyl-benzylamino)-1H-benzoimidazol-5-yl]-amino}-pyrimidin-2-ylamino)-benzenesulfonamide hydrochloride

Procedure

The title compound was prepared following the procedure of example one with N5-(2-Chloro-pyrimidin-4-yl)-1,N5-dimethyl-N2-(4-methyl-benzyl)-1H-benzoimidazole-2,5-diamine (98 mg, 0.25 mmol) and 5-amino-2-methyl-benzenesulfonamide (46 mg, 0.25 mmol) as a white solid (127 mg, 88%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.34 (s, 1H), 8.62 (s, 1H), 7.70-7.76 (m, 2H), 7.50 (br s, 1H), 7.09-7.30 (m, 9H), 6.85 (d, J=8.1 Hz, 1H), 5.60 (d, J=5.7 Hz, 1H), 4.55 (d, J=5.4 Hz, 1H), 3.58 (s, 3H), 3.44 (s, 3H), 2.50 (s, 3H), 2.26 (s, 3H). MS (ESI) m/z=543 [M+H]+.

Sources & evidence

ORD record
ord-845d826462fa46b8bc9adb29e44adbf2
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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