5-Amino-2-methylbenzenesulfonamide → HCID 10128513, compound

HRID 1391613Notes

Reaction equation

HRID 1391613 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:23])[C:9]2[CH:22]=[CH:21][C:12]3[N:13]([CH3:20])[C:14]([NH:16][CH:17]([CH3:19])[CH3:18])=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[NH2:24][C:25]1[CH:26]=[CH:27][C:28]([CH3:35])=[C:29]([S:31]([NH2:34])(=[O:33])=[O:32])[CH:30]=1>>[ClH:1].[CH:17]([NH:16][C:14]1[N:13]([CH3:20])[C:12]2[CH:21]=[CH:22][C:9]([N:8]([CH3:23])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:24][C:25]4[CH:26]=[CH:27][C:28]([CH3:35])=[C:29]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:30]=4)[N:7]=3)=[CH:10][C:11]=2[N:15]=1)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 2355115-Amino-2-methylbenzenesulfonamideHCID 59674144N5-(2-Chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine

Product 1

HCID 10128513HCID 10128513, compound

Procedure

The title compound was prepared following the procedure of example 1 with N5-(2-chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine (60 mg, 0.18 mmol) and 5-amino-2-methyl-benzenesulfonamide (34 mg, 0.18 mmol) as a white solid (42 mg, 45%). 1H NMR (300 MHz, d6-DMSO) δ 9.85 (s, 1H), 8.67 (s, 1H), 8.51 (s, 1H), 7.87 (d, J=6.3 Hz, 1H), 7.67 (d, J=8.1 Hz, 1H), 7.57 (d, J=8.4 Hz, 1H), 7.37 (s, 1H), 7.18-7.27 (m, 3H), 5.73 (d, J=6.0 Hz, 1H), 4.11 (m, 1H), 3.68 (s, 3H), 3.48 (s, 3H), 1.32 (d, J=6.3 Hz 6H) ppm. MS (ESI) m/z=481 [M+H]+.

Sources & evidence

ORD record
ord-c4508354cf544636b8775697f97b9f9d
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

Loading…