Methanesulfonamide → US10023592, Example 163

HRID 575652Notes

Reaction equation

HRID 575652 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.[CH3:28][S:29]([NH2:32])(=[O:31])=[O:30]>>[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:32][S:29]([CH3:28])(=[O:31])=[O:30])=[N:10][CH:11]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 72879MethanesulfonamideHCID 1180219724-[5-(Cyclopropylmethoxy)-2-methylsulfonylpyrimidin-4-yl]-2-methyl-5,6,7,8-tetrahydroisoquinolin-1-one

Product 1

HCID 118022651US10023592, Example 163

Procedure

The title compound of 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 8.18 (s, 1H), 7.38 (s, 1H), 3.74 (d, J=6.4 Hz, 2H), 3.51 (s, 3H), 3.28 (s, 3H), 2.60-2.53 (m, 2H), 2.50-2.46 (m, 2H), 1.74-1.71 (m, 2H), 1.64-1.59 (m, 2H), 1.13-1.10 (m, 1H), 0.60-0.58 (m, 2H), 0.25-0.24 (m, 2H). LCMS: 405.1 (M+H)+

Sources & evidence

ORD record
ord-8c303eac9a774c71aa373993646e3ec0
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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