1-Bromo-2-methylpropane → US10023592, Example 243

HRID 575717Notes

Reaction equation

HRID 575717 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][C:7]=2[C:16]2[CH:17]=[C:18]([CH3:23])[C:19](=[O:22])[NH:20][CH:21]=2)[CH2:3][CH2:2]1.Br[CH2:25][CH:26]([CH3:28])[CH3:27].BrCC1CC1>>[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][C:7]=2[C:16]2[CH:17]=[C:18]([CH3:23])[C:19](=[O:22])[N:20]([CH2:25][CH:26]([CH3:28])[CH3:27])[CH:21]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 65551-Bromo-2-methylpropaneHCID 81503BromomethylcyclopropaneHCID 1180216505-[2-(cyclopropylmethoxy)-5-methylsulfonylphenyl]-3-methyl-1H-pyridin-2-one

Product 1

HCID 118021598US10023592, Example 243

Procedure

The title compound from Example 242, step 1 was reacted in a manner similar to Example 242, step 2 except that 1-bromo-2-methylpropane was substituted for bromomethylcyclopropane to give the title compound. 1H NMR (CDCl3, 400 MHz) δ 7.85-7.82 (m, 2H), 7.56 (s, 1H), 7.53 (s, 1H), 7.03 (d, J=8.4 Hz, 1H), 3.94 (d, J=7.2 Hz, 1H), 3.83 (d, J=7.2 Hz, 1H), 3.07 (s, 3H), 2.30-2.26 (m, 1H), 2.23 (s, 3H), 1.28-1.27 (m, 1H), 1.00 (s, 3H), 0.98 (s, 3H), 0.69-0.65 (m, 2H), 0.38-0.35 (m, 2H). LCMS: 390.2 (M+1)+

Sources & evidence

ORD record
ord-f8d495a5adcf4b1d86e3ba98916bff9d
Source dataset
uspto-grants-2015_05
Patent number
US09034900B2

Reaction notes

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