1,4-Butanesultam → [4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-[1,2]thiazinan-2-yl)phenyl]methanone

HRID 2411582Notes

Reaction equation

HRID 2411582 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]([CH3:23])=[CH:18][N:17]=3)[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[S:24]1(=[O:31])(=[O:30])[CH2:29][CH2:28][CH2:27][CH2:26][NH:25]1>>[CH3:22][C:21]1[C:16]([N:13]2[CH2:14][CH2:15][N:10]([C:8]([C:5]3[CH:6]=[CH:7][C:2]([N:25]4[CH2:26][CH2:27][CH2:28][CH2:29][S:24]4(=[O:31])=[O:30])=[CH:3][CH:4]=3)=[O:9])[CH2:11][CH2:12]2)=[N:17][CH:18]=[C:19]([CH3:23])[CH:20]=1

Participants

3

Reactant 2

HCID 3035081,4-ButanesultamHCID 71252046(4-Bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252529[4-(3,5-Dimethylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-[1,2]thiazinan-2-yl)phenyl]methanoneYield 55.1%

Procedure

Using (4-bromophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (187 mg) described in Preparation Example 165 and [1,2]thiazinane 1,1-dioxide (68 mg) and by the reaction and treatment in the same manner as in Example 1, the title compound (118 mg) was obtained.

Sources & evidence

ORD record
ord-d185aceaeff0440f8f3fb50310741e26
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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