1,4-Butanesultam → [4-(1,1-Dioxo-1lambda6-[1,2]thiazinan-2-yl)-2-methanesulfonylphenyl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

HRID 2412079Notes

Reaction equation

HRID 2412079 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:3]=1.[S:29]1(=[O:36])(=[O:35])[CH2:34][CH2:33][CH2:32][CH2:31][NH:30]1>>[O:35]=[S:29]1(=[O:36])[CH2:34][CH2:33][CH2:32][CH2:31][N:30]1[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH2:23][CH3:24])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[C:4]([S:25]([CH3:28])(=[O:27])=[O:26])[CH:3]=1

Participants

3

Reactant 2

HCID 3035081,4-ButanesultamHCID 58484608(4-Bromo-2-methanesulfonylphenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252680[4-(1,1-Dioxo-1lambda6-[1,2]thiazinan-2-yl)-2-methanesulfonylphenyl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 81.6%

Procedure

Using (4-bromo-2-methanesulfonylphenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (271 mg) described in Preparation Example 254 and [1,2]thiazinane 1,1-dioxide (102 mg) and by the reaction and treatment in the same manner as in Example 262, the title compound (247 mg) was obtained.

Sources & evidence

ORD record
ord-89b11c406a5b4b4885e558e3a765c25c
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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