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“…As illustrated in Scheme , compound 32 was successfully acylated to 33 – 36 using the appropriate acyl chlorides in refluxing chlorobenzene. Cleavage of the methyl ethers 34 – 36 was initially attempted using boron tribromide in DCM . The method was feasible only for the synthesis of compound 38 and 39 .…”
Section: Resultsmentioning
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“…As illustrated in Scheme , compound 32 was successfully acylated to 33 – 36 using the appropriate acyl chlorides in refluxing chlorobenzene. Cleavage of the methyl ethers 34 – 36 was initially attempted using boron tribromide in DCM . The method was feasible only for the synthesis of compound 38 and 39 .…”
Section: Resultsmentioning
“…Cleavage of the methyl ethers 34−36 was initially attempted using boron tribromide in DCM. 13 The method was feasible only for the synthesis of compound 38 and 39. In case of the ortho-substituted compound 37, the final demethylation was successfully carried out under basic conditions using piperazine in dimethyl acetamide at 150 °C.…”
Section: ■ Results and Discussionmentioning
“…Follow-up work on bifunctional inhibitors led to a novel series of asymmetrical phenol-nitrocatechol type inhibitors exemplified by structures 81a-c ( Figure 17). 159 Compounds 81a-c were found to exhibit higher in vitro potency than did their first generation analogues, with …”
Section: Figure 17 Representative Examples Of Bifunctional Comt Inhimentioning
“…5). Depending on the nature of the catechol substituents and the size of the inter‐catechol spacer, such bifunctional compounds were shown to have an increased in vitro potency over that of the corresponding monofunctional analogs (Bailey and Tan 2005; Brevitt and Tan 1997). However, the nature of the increased potency remained unclear and is complicated by the fact that the insertion of the second functionality often induced a change in the mechanism of enzyme inhibition.…”
Section: Comt Inhibitorsmentioning