4-Amino-N-methylbenzeneethanesulfonamide → HCID 10128803, compound

HRID 1391614Notes

Reaction equation

HRID 1391614 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.[CH3:24][NH:25][S:26]([CH2:29][CH2:30][C:31]1[CH:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=1)(=[O:28])=[O:27]>>[ClH:1].[CH3:24][NH:25][S:26]([CH2:29][CH2:30][C:31]1[CH:32]=[CH:33][C:34]([NH:37][C:2]2[N:7]=[C:6]([N:8]([C:9]3[CH:22]=[CH:21][C:12]4[N:13]([CH3:20])[C:14]([NH:16][CH:17]([CH3:19])[CH3:18])=[N:15][C:11]=4[CH:10]=3)[CH3:23])[CH:5]=[CH:4][N:3]=2)=[CH:35][CH:36]=1)(=[O:27])=[O:28]

Participants

3

Reactant 2

HCID 134757684-Amino-N-methylbenzeneethanesulfonamideHCID 59674144N5-(2-Chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine

Product 1

HCID 10128803HCID 10128803, 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 2-(4-amino-phenyl)-ethanesulfonic acid methylamide (54 mg, 0.25 mmol) as a white solid (71 mg, 52%). 1H NMR (300 MHz, d6-DMSO) δ 9.05 (s, 1H), 7.68-7.76 (M, 3H), 7.19 (d, J=8.4 Hz, 1H), 7.08-7.13 (M, 3H), 6.96 (q, J=5.1 Hz, 1H), 6.81 (dd, J=8.1 and 1.8 Hz, 1H), 6.53 (d, J=6.9 Hz, 1H), 5.60 (d, J=5.7 Hz, 1H), 4.04 (m, 1H), 3.51 (s, 3H), 3.42 (s, 3H), 3.21-3.30 (m, 2H), 2.83-2.88 (m, 2H), 2.59 (d, J=5.1 Hz, 3H), 1.23 (d, J=6.6 Hz, 6H) ppm. MS (ESI) m/z=509 [M+H]+.

Sources & evidence

ORD record
ord-5da62758613e41e39e8aa3fb02797d99
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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