HCID 21417378, compound → HCID 10240070, compound

HRID 1391593Notes

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.[NH2:29][C:30]1[CH:31]=[C:32]([O:36][S:37]([CH3:40])(=[O:39])=[O:38])[CH:33]=[CH:34][CH:35]=1>>[ClH:1].[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]([CH3:19])[C:20]4[CH:25]=[CH:24][N:23]=[C:22]([NH:29][C:30]5[CH:31]=[C:32]([O:36][S:37]([CH3:40])(=[O:39])=[O:38])[CH:33]=[CH:34][CH:35]=5)[N:21]=4)=[CH:17][C:10]=3[N:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 21417378HCID 21417378, compound

HCID 59674100HCID 59674100, compound

Product 1

HCID 10240070HCID 10240070, 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 methanesulfonic acid 3-amino-phenyl ester (56 mg, 0.25 mmol) as a white solid (87 mg, 58%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.40 (s, 1H), 8.00 (s, 1H), 7.79 (d, J=6.0 Hz, 1H), 7.64 (d, J=8.1 Hz, 1H), 7.50 (t, J=5.7 Hz, 1H), 7.36-7.44 (m, 4H), 7.23-7.29 (m, 2H), 7.08 (s, 1H), 6.84 (d, J=8.1 Hz, 2H), 5.65 (d, J=5.7 Hz, 1H), 4.58 (d, J=5.7 Hz, 2H), 3.58 (s, 3H), 3.43 (s, 3H), 3.34 (s, 3H). MS (ESI) m/z=564 [M+H]+.

Sources & evidence

ORD record: ord-8dbb70a9f7c949d7a27d7f2ef3112a7a
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07338959B2

Reaction notes

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