3-(Methanesulfonylmethyl)aniline → HCID 10289333, compound

HRID 1391616Notes

Reaction equation

HRID 1391616 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][S:25]([CH2:28][C:29]1[CH:30]=[C:31]([NH2:35])[CH:32]=[CH:33][CH:34]=1)(=[O:27])=[O:26]>>[ClH:1].[CH:17]([NH:16][C:14]1[N:13]([CH3:20])[C:12]2[CH:21]=[CH:22][C:9]([N:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([NH:35][C:31]4[CH:32]=[CH:33][CH:34]=[C:29]([CH2:28][S:25]([CH3:24])(=[O:27])=[O:26])[CH:30]=4)[N:7]=3)[CH3:23])=[CH:10][C:11]=2[N:15]=1)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 219563393-(Methanesulfonylmethyl)anilineHCID 59674144N5-(2-Chloropyrimidin-4-yl)-N2-isopropyl-N5,1-dimethyl-1H-benzimidazole-2,5-diamine

Product 1

HCID 10289333HCID 10289333, 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 3-Methanesulfonylmethyl-phenylamine (46 mg, 0.25 mmol) as a white solid (69 mg, 53%). 1H NMR (300 MHz, d6-DMSO) δ 9.20 (s, 1H), 7.90 (s, 1H), 7.77 (d, J=6.0 Hz, 1H), 7.69 (d, J=8.1 Hz, 1H), 7.18-7.25 (m, 2H), 7.09 (d, J=1.8 Hz, 1H), 6.91 (d, J=7.5 Hz, 1H), 6.82 (dd, J=8.1 and 1.8 Hz, 1H), 6.49 (d, J=7.5 Hz, 1H), 5.64 (d, J=6.0 Hz, 1H), 4.34 (s, 2H), 4.03 (m, 1H), 3.51 (s, 3H), 3.43 (s, 3H), 2.89 (s, 3H), 1.24 (d, J=6.6 Hz, 6H) ppm. MS (ESI) m/z=480 [M+H]+.

Sources & evidence

ORD record
ord-599143b31cb64e8ba718c217a6b2eb48
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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