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

HRID 1352317Notes

Reaction equation

HRID 1352317 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: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]>>[CH3:18][C:2]([CH3:1])([CH3:19])[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]([N:34]1[CH2:35][CH2:36][N:31]([C:29]2[S:30][C:26]([S:23]([CH2:21][CH3:22])(=[O:25])=[O:24])=[CH:27][N:28]=2)[CH2:32][CH2:33]1)=[O:9]

Participants

3

Reactant 2

HCID 211001851-(5-Ethanesulfonyl-thiazol-2-yl)-piperazine hydrochlorideHCID 211002032-(2,2-Dimethyl-propoxy)-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100204[2-(2,2-Dimethyl-propoxy)-5-methanesulfonyl-phenyl]-[4-(5-ethanesulfonyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 63%

Procedure

Prepared in analogy to example 1 (b) from 2-(2,2-dimethyl-propoxy)-5-methanesulfonyl-benzoic acid (Example A11) and 1-(5-ethanesulfonyl-thiazol-2-yl)-piperazine hydrochloride. 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): 530.2 (M+H+, 64%), 547.2 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-d150206693c74fd0b58bd78392b62fc7
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

Loading…