4-Amino-N-methylbenzeneethanesulfonamide → HCID 69266082, compound

HRID 1391577Notes

Reaction equation

HRID 1391577 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([CH2:6][NH:7][C:8]2[N:12]([CH3:13])[C:11]3[CH:14]=[CH:15][C:16]([N:18]([C:20]4[CH:25]=[CH:24][N:23]=[C:22](Cl)[N:21]=4)[CH3:19])=[CH:17][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[CH3:29][NH:30][S:31]([CH2:34][CH2:35][C:36]1[CH:41]=[CH:40][C:39]([NH2:42])=[CH:38][CH:37]=1)(=[O:33])=[O:32]>>[ClH:1].[CH3:29][NH:30][S:31]([CH2:34][CH2:35][C:36]1[CH:37]=[CH:38][C:39]([NH:42][C:22]2[N:21]=[C:20]([N:18]([C:16]3[CH:15]=[CH:14][C:11]4[N:12]([CH3:13])[C:8]([NH:7][CH2:6][C:5]5[CH:27]=[CH:28][C:2]([Cl:1])=[CH:3][CH:4]=5)=[N:9][C:10]=4[CH:17]=3)[CH3:19])[CH:25]=[CH:24][N:23]=2)=[CH:40][CH:41]=1)(=[O:32])=[O:33]

Participants

3

Reactant 2

HCID 134757684-Amino-N-methylbenzeneethanesulfonamideHCID 59674100HCID 59674100, compound

Product 1

HCID 69266082HCID 69266082, compound

Procedure

The title compound was prepared following the procedure of example one with N2-(4-Chloro-benzyl)-N5-(2-chloro-pyrimidin-4-yl)-1,N5-dimethyl-1H-benzoimidazole-2,5-diamine (103 mg, 0.25 mmol) and 2-(4-amino-phenyl)-ethanesulfonic acid methylamide (54 mg, 0.25 mmol) as a white solid (96 mg, 64%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 10.27 (br s, 1H), 9.34 (br s, 1H), 7.85 (d, J=7.2 Hz, 1H), 7.61 (d, J=8.4 Hz, 1H), 7.49-7.54 (m, 4H), 7.38-7.44 (m, 3H), 7.20-7.26 (m, 3H), 6.99 (q, J=5.1 Hz, 1H), 5.83 (br s, 1H), 4.72 (d, J=5.7 Hz, 2H), 3.71 (s, 3H), 3.48 (s, 3H), 3.22-3.28 (M, 2H), 2.87-2.93 (m, 2H), 2.58 (d, J=4.8 Hz, 3H). MS (ESI) m/z=562 [M+H]+.

Sources & evidence

ORD record
ord-15b07abf49454d39a30c4bdafd9687cd
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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