4-Amino-N-methylbenzeneethanesulfonamide → HCID 10196965, compound

HRID 1391570Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([N:8]([CH3:29])[C:9]2[CH:28]=[CH:27][C:12]3[N:13]([CH3:26])[C:14]([NH:16][CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=4)=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:30][NH:31][S:32]([CH2:35][CH2:36][C:37]1[CH:42]=[CH:41][C:40]([NH2:43])=[CH:39][CH:38]=1)(=[O:34])=[O:33]>>[ClH:1].[CH3:30][NH:31][S:32]([CH2:35][CH2:36][C:37]1[CH:38]=[CH:39][C:40]([NH:43][C:2]2[N:7]=[C:6]([N:8]([C:9]3[CH:28]=[CH:27][C:12]4[N:13]([CH3:26])[C:14]([NH:16][CH2:17][C:18]5[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=5)=[N:15][C:11]=4[CH:10]=3)[CH3:29])[CH:5]=[CH:4][N:3]=2)=[CH:41][CH:42]=1)(=[O:33])=[O:34]

Participants

Reactant 2

HCID 134757684-Amino-N-methylbenzeneethanesulfonamide

HCID 59674096HCID 59674096, compound

Product 1

HCID 10196965HCID 10196965, compound

Procedure

The title compound was prepared following the procedure of example two with N5-(2-chloro-pyrimidin-4-yl)-N2-(4-methoxy-benzyl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (82 mg, 0.20 mmol) and 2-(4-amino-phenyl)-ethanesulfonic acid methylamide (43 mg, 0.20 mmol) as a white solid (105 g, 85%). 1H NMR (300 MHz, d6-DMSO) δ 10.18 (br s, 1H), 9.46 (br s, 1H), 7.88 (d, J=6.6 Hz, 1H), 7.54-7.62 (m, 3H), 7.40-7.47 (M, 3H), 7.18-7.26 (M, 3H), 7.01 (M, 1H), 6.92 (d, J=8.4 Hz, 2H), 5.83 (d, J=6.3 Hz, 1H), 4.68 (d, J=5.4 Hz, 2H), 3.73 (s, 3H), 3.72 (s, 3H), 3.48 (s, 3H), 3.23-3.28 (m, 2H), 2.87-2.93 (M, 2H), 2.60 (d, J=4.8 Hz, 3H). MS (ESI) m/z=587 [M+H]+.

Sources & evidence

ORD record: ord-c872ea47e6c94c7db9aebf1b27364b0c
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07338959B2

Reaction notes

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