1-[5-(Pyridine-3-sulfonyl)-thiazol-2-yl]-piperazine hydrochloride → (2-Isopropoxy-5-methanesulfonyl-phenyl)-{4-[5-(pyridine-3-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-methanone

HRID 1352337Notes

Reaction equation

HRID 1352337 reaction equation
[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([OH:9])=O)([CH3:3])[CH3:2].Cl.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([S:25]([C:28]2[S:32][C:31]([N:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[N:30][CH:29]=2)(=[O:27])=[O:26])[CH:20]=1>>[CH:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][C:6]=1[C:7]([N:36]1[CH2:35][CH2:34][N:33]([C:31]2[S:32][C:28]([S:25]([C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)(=[O:27])=[O:26])=[CH:29][N:30]=2)[CH2:38][CH2:37]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211001951-[5-(Pyridine-3-sulfonyl)-thiazol-2-yl]-piperazine hydrochlorideHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 21100249(2-Isopropoxy-5-methanesulfonyl-phenyl)-{4-[5-(pyridine-3-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-methanoneYield 87%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-[5-(pyridine-3-sulfonyl)-thiazol-2-yl]-piperazine hydrochloride. The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in ether to yield the title compound as an off-white crystalline solid (yield 87%). MS (m/e): 551.3 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, ethyl acetate/heptane)

Sources & evidence

ORD record
ord-e35bfaa93fd0490e8e0f259ba50cc42c
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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