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

HRID 2412072Notes

Reaction equation

HRID 2412072 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]([CH3:25])[CH:3]=1.[S:26]1(=[O:33])(=[O:32])[CH2:31][CH2:30][CH2:29][CH2:28][NH:27]1>>[O:32]=[S:26]1(=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28][N:27]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]([CH3:25])[CH:3]=1

Participants

3

Reactant 2

HCID 3035081,4-ButanesultamHCID 58484569(4-Bromo-2-methylphenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252405[4-(1,1-Dioxo-1lambda6-[1,2]thiazinan-2-yl)-2-methylphenyl][4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanoneYield 67.3%

Procedure

Using (4-bromo-2-methylphenyl)[4-(5-ethyl-3-methylpyridin-2-yl)piperazin-1-yl]methanone (402 mg) described in Preparation Example 253 and [1,2]thiazinane 1,1-dioxide (176 mg) and by the reaction and treatment in the same manner as in Example 262, the title compound (307 mg) was obtained.

Sources & evidence

ORD record
ord-7a7d1e72fe27419ea0ddf90535aac038
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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