4-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acid → [4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl]methanone

HRID 2411618Notes

Reaction equation

HRID 2411618 reaction equation
[O:1]=[S:2]1(=[O:17])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=1.[CH:18]1([C:21]2[CH:22]=[C:23]([CH3:33])[C:24]([N:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)=[N:25][CH:26]=2)[CH2:20][CH2:19]1>>[CH:18]1([C:21]2[CH:22]=[C:23]([CH3:33])[C:24]([N:27]3[CH2:28][CH2:29][N:30]([C:12]([C:11]4[CH:10]=[CH:9][C:8]([CH2:7][N:3]5[CH2:4][CH2:5][CH2:6][S:2]5(=[O:1])=[O:17])=[CH:16][CH:15]=4)=[O:14])[CH2:31][CH2:32]3)=[N:25][CH:26]=2)[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 246888894-(1,1-Dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzoic acidHCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Product 1

HCID 71253078[4-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)phenyl]methanoneYield 54.7%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzoic acid (153 mg) described in Preparation Example 18 and 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine (196 mg) described in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87, the title compound (149 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 83 and by the reaction and treatment in the same manner as in Example 87

Sources & evidence

ORD record
ord-910379441ec24acab662aaec7b760815
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

Loading…