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

HRID 2401051
Notes
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Reaction equation

HRID 2401051 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.[CH3:29][NH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[CH3:29][N:30]([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)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7515N-MethylanilineHCID 57444250N-{3-[4-(chloromethyl)phenyl]pyrazin-2-yl}-2-(trifluoromethyl)benzenesulfonamide2×

Product 1

HCID 11960237N-(3-{4-[(Methyl-phenyl-amino)-methyl]-phenyl}-pyrazin-2-yl)-2-trifluoromethyl-benzenesulfonamideYield 75%

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 N-methylaniline, the title compound was isolated as a yellow solid in 75% yield (99% purity by HPLC).

Sources & evidence

ORD record
ord-142798d4e90949628be33ee012d4db24
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08796280B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes