Methanesulfonamide → US10023592, Example 166

HRID 575655Notes

Reaction equation

HRID 575655 reaction equation
[F:1][C:2]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:6]([C:15]2[CH:16]=[C:17]([CH3:23])[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=2)=[N:7][C:8](S(C)(=O)=O)=[N:9][CH:10]=1.[CH3:29][S:30]([NH2:33])(=[O:32])=[O:31]>>[F:1][C:2]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:6]([C:15]2[CH:16]=[C:17]([CH3:23])[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=2)=[N:7][C:8]([NH:33][S:30]([CH3:29])(=[O:32])=[O:31])=[N:9][CH:10]=1

Participants

3

Reactant 2

HCID 72879MethanesulfonamideHCID 118022283US10023592, Example 149

Product 1

HCID 118022553US10023592, Example 166

Procedure

The title compound of Example 149, step 4 was treated with MeSO2NH2 in a manner similar to Example 152, step 6 to give the title compound. 1H NMR (CDCl3, 400 MHz) δ 8.42 (s, 1H), 8.36 (s, 1H), 8.10-8.12 (m, 2H), 6.98-7.05 (m, 2H), 6.87-6.92 (m, 1H), 3.64 (s, 3H), 3.45 (s, 3H), 2.22 (s, 3H). LCMS: 423.0 (M+1)+

Sources & evidence

ORD record
ord-c6f869c954d54e2f8128bceaa42fd8c3
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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