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

HRID 1352327Notes

Reaction equation

HRID 1352327 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[C:9]([CH:13]=1)[C:10]([OH:12])=O)(=[O:4])=[O:3].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:10]([C:9]3[CH:13]=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=[CH:7][C:8]=3[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[O:12])[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 211003125-Methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid

Product 1

HCID 21100270{4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-[5-methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-phenyl]-methanoneYield 63%

Procedure

Prepared in analogy to example 1 (b) from 5-methanesulfonyl-2-(2,2,2-trifluoro-ethoxy)-benzoic acid (Example A3) 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 63%). MS (m/e): 570.4 (M+H+, 15%), 587.3 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-2f5deef727d546a7b379ef699eb41ea6
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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