2-Isopropoxy-5-methylsulfonylbenzoic acid → [4-(6-Ethoxy-benzothiazol-2-yl)-piperazin-1-yl]-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone

HRID 33161Notes

Reaction equation

HRID 33161 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].[CH2:18]([O:20][C:21]1[CH:35]=[CH:34][C:24]2[N:25]=[C:26]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[S:27][C:23]=2[CH:22]=1)[CH3:19]>O1CCCC1>[CH2:18]([O:20][C:21]1[CH:35]=[CH:34][C:24]2[N:25]=[C:26]([N:28]3[CH2:33][CH2:32][N:31]([C:7]([C:6]4[CH:10]=[C:11]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:12]=[CH:13][C:5]=4[O:4][CH:1]([CH3:2])[CH3:3])=[O:9])[CH2:30][CH2:29]3)[S:27][C:23]=2[CH:22]=1)[CH3:19]

Participants

4

Reactant 2

HCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 284708886-Ethoxy-2-piperazin-1-yl-1,3-benzothiazole

Product 1

HCID 11684806[4-(6-Ethoxy-benzothiazol-2-yl)-piperazin-1-yl]-(2-isopropoxy-5-methanesulfonyl-phenyl)-methanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared in analogy to example 1.1 b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example 2.2) and 6-ethoxy-2-piperazin-1-yl-benzothiazole in tetrahydrofuran. The crude material was purified by chromatography (SiO2, heptane/ethyl acetate), and the residue was then triturated in ether to yield the title compound as a white solid.

Workup

  1. customThe crude material was purified by chromatography (SiO2, heptane/ethyl acetate)
  2. customthe residue was then triturated in ether

Sources & evidence

ORD record
ord-cd699c72a16544c2a69eb5689f8ce5b4
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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