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

HRID 1352326Notes

Reaction equation

HRID 1352326 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][CH:15]([CH3:20])[C:16]([F:19])([F:18])[F:17])=[C:9]([CH:13]=1)[C:10]([OH:12])=O)(=[O:4])=[O:3].Cl.[CH2:22]([S:26]([C:29]1[S:33][C:32]([N:34]2[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]2)=[N:31][CH:30]=1)(=[O:28])=[O:27])[CH2:23][CH2:24][CH3:25]>>[CH2:22]([S:26]([C:29]1[S:33][C:32]([N:34]2[CH2:39][CH2:38][N:37]([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][CH:15]([CH3:20])[C:16]([F:19])([F:18])[F:17])=[O:12])[CH2:36][CH2:35]2)=[N:31][CH:30]=1)(=[O:28])=[O:27])[CH2:23][CH2:24][CH3:25]

Participants

3

Reactant 2

HCID 21100183HCID 21100183, compoundHCID 211003065-Methylsulfonyl-2-(2,2,2-trifluoro-1-methylethoxy)benzoic acid

Product 1

HCID 11599576{4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-[5-methanesulfonyl-2-(2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-methanoneYield 65%

Procedure

Prepared in analogy to example 1 (b) from 5-methanesulfonyl-2-(2,2,2-trifluoro-1-methyl-ethoxy)-benzoic acid (Example A2) 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 65%). MS (m/e): 584.3 (M+H+, 100%), 601.4 (M+NH4+, 60%).

Workup

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

Sources & evidence

ORD record
ord-d81085053b854eb9b93fa23aa86dd369
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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