HCID 21100187, compound → (2-Cyclopropylmethoxy-5-methanesulfonyl-phenyl)-[4-(5-methanesulfonyl-thiazol-2-yl)-piperazin-1-yl]-methanone

HRID 1352306Notes

Reaction equation

HRID 1352306 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=2[C:8]([OH:10])=O)[CH2:3][CH2:2]1.Cl.[CH3:20][S:21]([C:24]1[S:28][C:27]([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)=[N:26][CH:25]=1)(=[O:23])=[O:22]>>[CH:1]1([CH2:4][O:5][C:6]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=2[C:8]([N:32]2[CH2:33][CH2:34][N:29]([C:27]3[S:28][C:24]([S:21]([CH3:20])(=[O:23])=[O:22])=[CH:25][N:26]=3)[CH2:30][CH2:31]2)=[O:10])[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 21100187HCID 21100187, compoundHCID 211002282-Cyclopropylmethoxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 21100229(2-Cyclopropylmethoxy-5-methanesulfonyl-phenyl)-[4-(5-methanesulfonyl-thiazol-2-yl)-piperazin-1-yl]-methanoneYield 36%

Procedure

Prepared in analogy to example 1 (b) from 2-cyclopropylmethoxy-5-methanesulfonyl-benzoic acid (Example A5) and 1-(5-methanesulfonyl-thiazol-2-yl)-piperazine hydrochloride (Example 21(c)). The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) followed by trituration in ether to yield the title compound as a yellow crystalline solid (yield 36%). MS (m/e): 500.1 (M+H+, 100%), 517.2 (M+NH4+, 69%).

Workup

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

Sources & evidence

ORD record
ord-88f3a64df2474afca0be8240976a5c32
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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