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

HRID 1352329Notes

Reaction equation

HRID 1352329 reaction equation
[CH3:1][C:2]([CH3:19])([CH3:18])[CH2:3][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.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:7]([C:6]3[CH:10]=[C:11]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:12]=[CH:13][C:5]=3[O:4][CH2:3][C:2]([CH3:1])([CH3:19])[CH3:18])=[O:9])[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 211002032-(2,2-Dimethyl-propoxy)-5-methanesulfonyl-benzoic acid

Product 1

HCID 11671269{4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-[2-(2,2-dimethyl-propoxy)-5-methanesulfonyl-phenyl]-methanoneYield 69%

Procedure

Prepared in analogy to example 1 (b) from 2-(2,2-dimethyl-propoxy)-5-methanesulfonyl-benzoic acid (Example A11) 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 69%). MS (m/e): 558.4 (M+H+, 20%), 575.4 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-760b824ac7394bdf9891521d1cf972fe
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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