2-Isopropoxy-5-methylsulfonylbenzoic acid → 2-[4-(2-Isopropoxy-5-methanesulfonyl-benzoyl)-piperazin-1-yl]-thiazole-5-carbonitrile

HRID 1352287Notes

Reaction equation

HRID 1352287 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].[N:18]1([C:24]2[S:25][C:26]([C:29]#[N:30])=[CH:27][N:28]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>>[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]([N:21]1[CH2:22][CH2:23][N:18]([C:24]2[S:25][C:26]([C:29]#[N:30])=[CH:27][N:28]=2)[CH2:19][CH2:20]1)=[O:9])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 211002372-Isopropoxy-5-methylsulfonylbenzoic acidHCID 211002572-Piperazin-1-yl-thiazole-5-carbonitrile

Product 1

HCID 211002122-[4-(2-Isopropoxy-5-methanesulfonyl-benzoyl)-piperazin-1-yl]-thiazole-5-carbonitrileYield 69%

Procedure

Prepared in analogy to example 1 (b) from 2-isopropoxy-5-methanesulfonyl-benzoic acid (Example A1) and 2-piperazin-1-yl-thiazole-5-carbonitrile. 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 69%). MS (m/e): 435.4 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-e9e9d4ffd4fd421ebcd49f2783e4978b
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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