Ethanesulfonamide → US10023592, Example 155

HRID 575643Notes

Reaction equation

HRID 575643 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:19](=[O:26])[N:18]([CH3:27])[CH:17]=3)=[N:8][C:9](S(C)(=O)=O)=[N:10][CH:11]=2)[CH2:3][CH2:2]1.[CH2:28]([S:30]([NH2:33])(=[O:32])=[O:31])[CH3:29]>>[CH:1]1([CH2:4][O:5][C:6]2[C:7]([C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:19](=[O:26])[N:18]([CH3:27])[CH:17]=3)=[N:8][C:9]([NH:33][S:30]([CH2:28][CH3:29])(=[O:32])=[O:31])=[N:10][CH:11]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 73702EthanesulfonamideHCID 118021982US10023592, Example 311

Product 1

HCID 118022690US10023592, Example 155

Procedure

The title compound of Example 152, step 5 was treated with EtSO2NH2 instead of MeSO2NH2 in a manner similar to Example 152, step 6 to give the title compound. 1H NMR (CDCl3, 400 MHz) δ 9.00 (s, 1H), 8.53 (d, J=8.0 Hz, 1H), 8.38 (s, 1H), 7.97 (d, J=8.0 Hz, 1H), 7.69 (m, 2H), 7.57 (t, J=7.6 Hz, 1H), 3.86 (d, J=6.8 Hz, 2H), 3.70 (s, 3H), 3.63 (q, J=7.2 Hz, 2H), 1.43 (t, J=7.2 Hz, 3H), 1.13 (m, 1H), 0.57 (m, 2H), 0.25 (m, 2H). LCMS: 415.0 (M+1)+

Sources & evidence

ORD record
ord-c86ed23797004176a1da888c9472f5d1
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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