5-Amino-2-methylbenzenesulfonamide → HCID 10239980, compound

HRID 1391571Notes

Reaction equation

HRID 1391571 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][CH:21]=[C:20]([F:24])[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].[F:24][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=1)[CH2:17][NH:16][C:14]1[N:13]([CH3:25])[C:12]2[CH:26]=[CH:27][C:9]([N:8]([CH3:28])[C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:29][C:30]4[CH:31]=[CH:32][C:33]([CH3:40])=[C:34]([S:36]([NH2:39])(=[O:37])=[O:38])[CH:35]=4)[N:7]=3)=[CH:10][C:11]=2[N:15]=1

Participants

3

Reactant 2

HCID 2355115-Amino-2-methylbenzenesulfonamideHCID 59674229HCID 59674229, compound

Product 1

HCID 10239980HCID 10239980, compound

Procedure

The title compound was prepared following the procedure of example one with N5-(2-chloro-pyrimidin-4-yl)-N2-(3-fluoro-benzyl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (99 mg, 0.25 mmol) and 5-amino-2-methyl-benzenesulfonamide (47 mg, 0.25 mmol) as a white solid (96 mg, 66%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ10.06 (br s, 1H), 9.34 (br s, 1H), 8.49 (s, 1H), 7.84 (d, J=6.6 Hz, 1H), 7.65 (d, J=6.6 Hz, 1H), 7.56 (d, J=8.4 Hz, 1H), 7.08-7.44 (m, 9H), 5.72 (d, J=6.6 Hz, 1H), 4.75 (d, J=6.6 Hz, 2H), 3.71 (s, 3H), 3.48 (s, 3H), 2.51 (s, 3H). MS (ESI) m/z=547 [M+H]+.

Sources & evidence

ORD record
ord-8d17449b77b94d88b02383d20f49dc3f
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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