Pyrrole acetic acid

RN 33369-31-2 MF Ci5H,4ClN03 MW 291.73 EINECS 251-474-2 CN 5-(4-chlorobenzoyl)-l,4-dimethyl-l//-pyrrole-2-acetic acid... 

The addition of a carbonylation step extended a pyrrole synthesis to pyrrole-2-acetic acid derivatives <06ASC2212>. Treatment of enyne amine 1 with palladium diiodide in the presence of CO and methanol produced pyrrole-2-acetic ester 2 via a 5-exo-dig cyclization, oxidative carbonylation, and isomerization. 

A solution of 50-mCi portions of [3H3]-130 in 9 1 EtOH/H20 mixture have been stored at — 20 °C at a radioactive concentration of 4.5 mCi ml -1 and the radiochemical purity of the sample was 95-96% after one year. No labile tritium was found after refluxing a portion of the sample for 1 h in a methanolic solution of NaOH. The intermediate 131, 5-(4-chlorobenzoyl)-4-methyl-l//-pyrrole-2-acetic acid, has been obtained in an eight-step synthesis starting with tert-buiyX acetoacetate (equation 52). 

Intramolecular cyclization of l-(2-aminophenylsulfonyl)-l//-pyrrole-2-acetic acid 87 gave 10//-pyrrolo[ 1,2-3]-[l,2,6]benzothiadiazocin-l l(12//)-one 5,5-dioxides 88. Intermediate 87 was prepared in four steps starting from the corresponding ortfo-nitrobenzenesulfonyl chlorides and ethyl l//-pyrrole-2-(a-oxo)acetate (Equation 10 <1996JHC2019 . 

In an approach employing oxidative radical alkylation, the pyrrole 61 was converted to the corresponding pyrrol-2-acetic acid derivative 62 by treatment with the xanthate 63 in the presence of dilauroyl peroxide (DLP). This procedure was also useful for the alkylation of other heterocyclic systems (e,g, indole) producing ethyl indole-2-acetate <03CC2316>. Alternatively, pyrrole-2-acetic acids have been obtained by treatment of pyrrole with various substituted iodoacetic acids and Na2S203/n-Bu4NI with propylene oxide as the Hl-trap in... 

Anderson, N. G. Carson, J. R., Process for Preparing Pyrrole-2-acetic Acids. U.S. Patent... 

Sodium 1-methyl-5-p-toluoylpyrrole-2-acetate dihydrate lH-Pyrrole-2-acetic acid, 1-methyl-5-(4-methylbenzoyl)-, sodium salt, dihydrate USP ... 

The Hantzsch pyrrole synthesis was employed to prepare pyrrole-2-acetic acids as anti-inflammatory agents. A transient precipitate of a white crystalline solid was formed when diethyl acetone-dicarboxylate was mixed with aqueous methylamine. After chloroacetone was added rapidly with cooling before the disappearance of the precipitate, a good yield of ethyl 1,4-dimethyl-3-ethoxycarbonylpyrrole-2-acetate was produced. Further functional group transformations then produced pyrrole-2-acetic acids as anti-inflammatory agents. 

Synonyms l-Methyl-5-(4-raethylbenzoyl)-lH-pyrrole-2-acetic acid... 

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