1-(5-Ethanesulfonyl-thiazol-2-yl)-piperazine hydrochloride → (2-Cyclopentyloxy-5-methanesulfonyl-phenyl)-[4-(5-ethanesulfonyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352321Notes

Reaction equation

HRID 1352321 reaction equation
[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:8]=2[C:9]([OH:11])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH2:21]([S:23]([C:26]1[S:30][C:29]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[N:28][CH:27]=1)(=[O:25])=[O:24])[CH3:22]>>[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][C:8]=2[C:9]([N:34]2[CH2:35][CH2:36][N:31]([C:29]3[S:30][C:26]([S:23]([CH2:21][CH3:22])(=[O:25])=[O:24])=[CH:27][N:28]=3)[CH2:32][CH2:33]2)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 211001851-(5-Ethanesulfonyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211002232-Cyclopentyloxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100225(2-Cyclopentyloxy-5-methanesulfonyl-phenyl)-[4-(5-ethanesulfonyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 77%

Procedure

Prepared in analogy to example 1 (b) from 2-cyclopentyloxy-5-methanesulfonyl-benzoic acid (Example A4) and 1-(5-ethanesulfonyl-thiazol-2-yl)-piperazine hydrochloride (Example 32(c)). The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in ether to yield the title compound as a white crystalline solid (yield 77%). MS (m/e): 528.3 (M+H+, 35%), 545.4 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-e810de9e7ed14a69b54cb3ad4d24cad6
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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