1-(4-Aminophenyl)methanesulfonamide → HCID 69267199, compound

HRID 1391629Notes

Reaction equation

HRID 1391629 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:22])[C:9]2[CH:21]=[CH:20][C:12]3[N:13]([CH2:18][CH3:19])[C:14]([NH:16][CH3:17])=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[NH2:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][S:31]([NH2:34])(=[O:33])=[O:32])=[CH:26][CH:25]=1>>[ClH:1].[CH2:18]([N:13]1[C:12]2[CH:20]=[CH:21][C:9]([N:8]([CH3:22])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:23][C:24]4[CH:29]=[CH:28][C:27]([CH2:30][S:31]([NH2:34])(=[O:32])=[O:33])=[CH:26][CH:25]=4)[N:7]=3)=[CH:10][C:11]=2[N:15]=[C:14]1[NH:16][CH3:17])[CH3:19]

Participants

3

Reactant 2

HCID 108214071-(4-Aminophenyl)methanesulfonamideHCID 59674121N5-(2-Chloro-pyrimidin-4-yl)-1-ethyl-N2,N5-dimethyl-1H-benzoimidazole-2,5-diamine

Product 1

HCID 69267199HCID 69267199, compound

Procedure

The title compound was prepared following the procedure of Example 1 with N5-(2-Chloro-pyrimidin-4-yl)-1-ethyl-N2,N5-dimethyl-1H-benzoimidazole-2,5-diamine (79 mg, 0.25 mmol) and (4-amino-phenyl)-methanesulfonamide (46 mg, 0.25 mmol) as a white solid (110 mg, 88%). 1H NMR (300 MHz, d6-DMSO) δ 9.24 (s, 1H), 7.81 (d, J=6.0 Hz, 1H), 7.74 (m, 3H), 7.36 (d, J=8.1 Hz, 1H), 7.17-7.20 (M, 3H), 6.96 (d, J=8.4 Hz, 1H), 6.78 (s, 2H), 5.70 (d, J=6.0 Hz, 1H), 4.09-4.16 (m, 4H), 3.45 (s, 3H), 2.97 (d, J=4.5 Hz, 3H), 1.24 (t, J=6.9 Hz, 3H) ppm. MS (ESI) m/z=467 [M+H]+.

Sources & evidence

ORD record
ord-51a1dc2e6c9d46bdaffc7e1ff439c018
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

Loading…