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

HRID 1352325Notes

Reaction equation

HRID 1352325 reaction equation
[CH:1]([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)([CH3:3])[CH3:2].Cl.[CH2:19]([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])[CH2:20][CH2:21][CH3:22]>>[CH2:19]([S:23]([C:26]1[S:30][C:29]([N:31]2[CH2:36][CH2:35][N:34]([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][CH:1]([CH3:2])[CH3:3])=[O:9])[CH2:33][CH2:32]2)=[N:28][CH:27]=1)(=[O:25])=[O:24])[CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 21100183HCID 21100183, compoundHCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acid

Product 1

HCID 21100269{4-[5-(Butane-1-sulfonyl)-thiazol-2-yl]-piperazin-1-yl}-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanoneYield 54%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 1-[5-(butane-1-sulfonyl)-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 54%). MS (m/e): 530.3 (M+H+, 35%), 547.5 (M+NH4+, 100%).

Workup

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

Sources & evidence

ORD record
ord-017f3af1a1af4dc1b58268036bf342f6
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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