Methyl p-toluenesulfonate → (S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][2-methanesulfonyl-4-(3-methoxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

HRID 2411420Notes

Reaction equation

HRID 2411420 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[C@H:27]([CH2:28][OH:29])[CH2:26][CH2:25][S:24]3(=[O:31])=[O:30])=[CH:19][C:18]=2[S:32]([CH3:35])(=[O:34])=[O:33])=[O:16])[CH2:11][CH2:10]1.S(C1C=CC(C)=CC=1)(O[CH3:40])(=O)=O>>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[C@H:27]([CH2:28][O:29][CH3:40])[CH2:26][CH2:25][S:24]3(=[O:30])=[O:31])=[CH:19][C:18]=2[S:32]([CH3:35])(=[O:33])=[O:34])=[O:16])[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 71251962(S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(3-hydroxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone

Product 1

HCID 71252364(S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][2-methanesulfonyl-4-(3-methoxymethyl-1,1-dioxo-1lambda6-isothiazolidin-2-yl)phenyl]methanone

Procedure

Using (S)-[4-(2,4-dimethylphenyl)piperazin-1-yl][4-(3-hydroxymethyl-1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone (880 mg) described in Example 29 and methyl tosylate (0.25 mL) and by the reaction and treatment in the same manner as in Example 36, the title compound (71 mg) was obtained.

Sources & evidence

ORD record
ord-2f1f5d15d159486699c5dd276104c5b0
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…