2-Piperazin-1-yl-thiazole-5-carbonitrile → 2-[4-(2-Isobutoxy-5-methanesulfonyl-benzoyl)-piperazin-1-yl]-thiazole-5-carbonitrile

HRID 1352297Notes

Reaction equation

HRID 1352297 reaction equation
[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([OH:10])=O)[CH:2]([CH3:4])[CH3:3].[N:19]1([C:25]2[S:26][C:27]([C:30]#[N:31])=[CH:28][N:29]=2)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH2:1]([O:5][C:6]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][C:7]=1[C:8]([N:22]1[CH2:23][CH2:24][N:19]([C:25]2[S:26][C:27]([C:30]#[N:31])=[CH:28][N:29]=2)[CH2:20][CH2:21]1)=[O:10])[CH:2]([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 211002572-Piperazin-1-yl-thiazole-5-carbonitrileHCID 235031102-Isobutoxy-5-methanesulfonyl-benzoic acid

Product 1

HCID 116623382-[4-(2-Isobutoxy-5-methanesulfonyl-benzoyl)-piperazin-1-yl]-thiazole-5-carbonitrileYield 61%

Procedure

Prepared in analogy to example 1 (b) from 2-isobutoxy-5-methanesulfonyl-benzoic acid (Example A8) and 2-piperazin-1-yl-thiazole-5-carbonitrile (Example 6(a)). 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 61%). MS (m/e): 449.4 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-2a79a8c9695d47aaafdaf5898b4eb7c8
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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