4-Fluoro-N-methylaniline → N-[3-(4-{[(4-Fluoro-phenyl)-methyl-amino]-methyl}-phenyl)-pyrazin-2-yl]-2-trifluoromethyl-benzenesulfonamide

HRID 2401050Notes

Reaction equation

HRID 2401050 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]([F:28])([F:27])[F:26])(=[O:18])=[O:17])=[N:11][CH:12]=[CH:13][N:14]=2)=[CH:5][CH:4]=1.[F:29][C:30]1[CH:37]=[CH:36][C:33]([NH:34][CH3:35])=[CH:32][CH:31]=1>>[F:29][C:30]1[CH:37]=[CH:36][C:33]([N:34]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]3[C:10]([NH:15][S:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[C:25]([F:28])([F:27])[F:26])(=[O:18])=[O:17])=[N:11][CH:12]=[CH:13][N:14]=3)=[CH:5][CH:4]=2)[CH3:35])=[CH:32][CH:31]=1

Participants

3

Reactant 2

HCID 680244-Fluoro-N-methylanilineHCID 57444250N-{3-[4-(chloromethyl)phenyl]pyrazin-2-yl}-2-(trifluoromethyl)benzenesulfonamide2×

Product 1

HCID 57444239N-[3-(4-{[(4-Fluoro-phenyl)-methyl-amino]-methyl}-phenyl)-pyrazin-2-yl]-2-trifluoromethyl-benzenesulfonamideYield 78%

Procedure

Following the general method as outlined in Example 1 (Method B), starting from N-{3-[4-(chloromethyl)phenyl]pyrazin-2-yl}-2-(trifluoromethyl)benzenesulfonamide (Intermediate 9), and 4-Fluoro-N-methylaniline, the title compound was isolated as a yellow solid in 78% yield (98% purity by HPLC).

Sources & evidence

ORD record
ord-57992b6283a946c789f4fd7650347900
Source dataset
uspto-grants-2014_08
Patent number
US08796280B2

Reaction notes

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