HCID 21100183, compound → {4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-(2-cyclopentyloxy-5-methanesulfonyl-phenyl)-methanone

HRID 1352328Notes

Reaction equation

HRID 1352328 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:25]([C:28]1[S:32][C:31]([N:33]2[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]2)=[N:30][CH:29]=1)(=[O:27])=[O:26])[CH2:22][CH2:23][CH3:24]>>[CH2:21]([S:25]([C:28]1[S:32][C:31]([N:33]2[CH2:38][CH2:37][N:36]([C:9]([C:8]3[CH:12]=[C:13]([S:16]([CH3:19])(=[O:18])=[O:17])[CH:14]=[CH:15][C:7]=3[O:6][CH:1]3[CH2:2][CH2:3][CH2:4][CH2:5]3)=[O:11])[CH2:35][CH2:34]2)=[N:30][CH:29]=1)(=[O:27])=[O:26])[CH2:22][CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 21100183HCID 21100183, compoundHCID 211002232-Cyclopentyloxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100162{4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-(2-cyclopentyloxy-5-methanesulfonyl-phenyl)-methanoneYield 71%

Procedure

Prepared in analogy to example 1 (b) from 2-cyclopentyloxy-5-methanesulfonyl-benzoic acid (Example A4) and 1-[5-(butane-1-sulfonyl)-thiazol-2-yl]-piperazine hydrochloride (Example 38(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 71%). MS (m/e): 556.3 (M+H+, 35%), 573.5 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-b37f0e6e696748f2aa25658c6a4e3a08
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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