Ethanesulfonamide → US10023592, Example 169

HRID 575658Notes

Reaction equation

HRID 575658 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.[CH2:29]([S:31]([NH2:34])(=[O:33])=[O:32])[CH3:30]>>[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:34][S:31]([CH2:29][CH3:30])(=[O:33])=[O:32])=[N:9][CH:10]=1

Participants

3

Reactant 2

HCID 73702EthanesulfonamideHCID 118022283US10023592, Example 149

Product 1

HCID 118022284US10023592, Example 169

Procedure

The title compound of Example 149, step 4 was treated with EtSO2NH2 instead of MeSO2NH2 in a manner similar to Example 152, step 6 to give the title compound. 1H NMR (DMSO-d6, 400 MHz) δ 9.07 (s, 1H), 8.42 (s, 1H), 8.15 (s, 1H), 8.11 (s, 1H), 7.03-6.97 (m, 1H), 6.91-6.87 (m, 1H), 3.66-3.61 (m, 5H), 2.22 (s, 3H), 1.44 (t, J=7.6 Hz, 3H). LCMS: 437.0 (M+1)+

Sources & evidence

ORD record
ord-73c477b06b5a46b59251343671f66b11
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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