Ethanesulfonamide → US10023592, Example 164

HRID 575653Notes

Reaction equation

HRID 575653 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:7]([C:16]3[C:25]4[CH2:24][CH2:23][CH2:22][CH2:21][C:20]=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[CH2:24][CH2:23][CH2:22][CH2:21][C:20]=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 1180219724-[5-(Cyclopropylmethoxy)-2-methylsulfonylpyrimidin-4-yl]-2-methyl-5,6,7,8-tetrahydroisoquinolin-1-one

Product 1

HCID 118022231US10023592, Example 164

Procedure

The title compound of Example 163, step 4 was treated with 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 8.32 (s, 1H), 7.64 (s, 1H), 3.83 (d, J=6.8 Hz, 2H), 3.44 (s, 3H), 3.30-3.20 (m, 2H), 2.47-2.41 (m, 4H), 1.67-1.57 (m, 4H), 1.19-1.13 (m, 4H), 0.51-0.49 (m, 2H), 0.24-0.22 (m, 2H). LCMS: 419.1 (M+H)+

Sources & evidence

ORD record
ord-3a2f9135942b47b8a396da0904b8affc
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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