1,3-Benzodioxol-5-amine → N-(3-{4-[(1,3-benzodioxol-5-ylamino)methyl]phenyl}pyrazin-2-yl)-2-(trifluoromethyl)benzenesulfonamide

HRID 2401042Notes

Reaction equation

HRID 2401042 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.[CH2:29]1[O:38][C:37]2[CH:36]=[CH:35][C:33]([NH2:34])=[CH:32][C:31]=2[O:30]1>>[O:38]1[C:37]2[CH:36]=[CH:35][C:33]([NH:34][CH2:2][C:3]3[CH:8]=[CH:7][C:6]([C:9]4[C:10]([NH:15][S:16]([C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=5[C:25]([F:28])([F:27])[F:26])(=[O:18])=[O:17])=[N:11][CH:12]=[CH:13][N:14]=4)=[CH:5][CH:4]=3)=[CH:32][C:31]=2[O:30][CH2:29]1

Participants

3

Reactant 2

HCID 843101,3-Benzodioxol-5-amineHCID 57444250N-{3-[4-(chloromethyl)phenyl]pyrazin-2-yl}-2-(trifluoromethyl)benzenesulfonamide2×

Product 1

HCID 11960144N-(3-{4-[(1,3-benzodioxol-5-ylamino)methyl]phenyl}pyrazin-2-yl)-2-(trifluoromethyl)benzenesulfonamideYield 69%

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 3,4-(methylenedioxy)aniline, the title compound was isolated as a yellow solid in 69% yield (96% purity by HPLC).

Sources & evidence

ORD record
ord-3c0a2b57cde34a78b3a6f8372129d950
Source dataset
uspto-grants-2014_08
Patent number
US08796280B2

Reaction notes

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