Benzenesulfonamide, 3-amino- → HCID 69265373, compound

HRID 1391611Notes

Reaction equation

HRID 1391611 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]=[C:27]([S:31]([NH2:34])(=[O:33])=[O:32])[CH:28]=[CH:29][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]=[C:27]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:28]=[CH:29][CH:30]=4)[N:7]=3)=[CH:10][C:11]=2[N:15]=1)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 7377Benzenesulfonamide, 3-amino-HCID 59674144N5-(2-Chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine

Product 1

HCID 69265373HCID 69265373, 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 (83 mg, 0.25 mmol) and 3-amino-benzenesulfonamide (43 mg, 0.25 mmol) as a white solid (59 mg, 47%). 1H NMR (300 MHz, d6-DMSO) δ 11.03 (s, 1H), 8.94 (d, J=8.1 Hz, 1H), 8.35 (s, 1H), 7.97 (d, J=7.2 Hz, 1H), 7.71 (d, J=7.2 Hz, 1H), 7.66 (d, J=8.4 Hz, 1H), 7.48-7.57 (m, 3H), 7.40 (s, 1H), 7.33 (dd, J=8.4 and 1.5 Hz, 1H), 5.90 (s, 1H), 4.12 (m, 1H), 3.70 (s, 3H), 3.54 (s, 3H), 1.33 (d, J=6.3 Hz, 6H) ppm. MS (ESI) m/z=467 [M+H]+.

Sources & evidence

ORD record
ord-020a077cf78640b1a11a5a4c93ea0e34
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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