Methanesulfonamide → US10023592, Example 167

HRID 575656Notes

Reaction equation

HRID 575656 reaction equation
[F:1][C:2]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:3]=1[O:4][C:5]1[C:6]([C:15]2[CH:16]=[C:17]([O:23][CH3:24])[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=2)=[N:7][C:8](S(C)(=O)=O)=[N:9][CH:10]=1.[CH3:30][S:31]([NH2:34])(=[O:33])=[O:32]>>[F:1][C:2]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:3]=1[O:4][C:5]1[C:6]([C:15]2[CH:16]=[C:17]([O:23][CH3:24])[C:18](=[O:22])[N:19]([CH3:21])[CH:20]=2)=[N:7][C:8]([NH:34][S:31]([CH3:30])(=[O:33])=[O:32])=[N:9][CH:10]=1

Participants

3

Reactant 2

HCID 72879MethanesulfonamideHCID 118021426US10023592, Example 150

Product 1

HCID 118022367US10023592, Example 167

Procedure

The title compound of Example 150 was treated with MeSO2NH2 in a manner similar to Example 152, step 6 to give the title compound. 1H NMR (DMSO-d6, 400 MHz) δ 11.37 (s, 1H), 8.34 (s, 1H), 8.26 (s, 1H), 7.58 (s, 1H), 7.54-7.50 (m, 1H), 7.28-7.23 (m, 1H), 7.10-7.06 (m, 1H), 3.74 (s, 3H), 3.52 (s, 3H), 3.39 (s, 3H). LCMS: 439.0 (M+1)+

Sources & evidence

ORD record
ord-d4cd7daa87c8441fbf5917fad0ba259a
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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