Methyl 5 -chloro-1H-pyrrole-3-carboxylate

Cov tshuaj no feem ntau tau txais los ntawm cov khoom siv crystalline xws li dawb mus rau daj ntseg daj. Nws cov mis molecular yog C6H6ClNO2, sib xws rau qhov hnyav molecular ntawm 159.57. Lub melting point feem ntau ntog nyob rau hauv thaj tsam ntawm 112-116 degree. Qhov ntsuas qhov ceev yog kwv yees li 1.42 g / cm³ nyob rau hauv ambient tej yam kev mob. Nws nthuav tawm zoo solubility nyob rau hauv cov organic solvents xws li methanol, ethanol, ethyl acetate, thiab dichloromethane, thaum uas qhia txog solubility nyob rau hauv dej thiab negligible solubility nyob rau hauv uas tsis yog -polar solvents xws li hexane. Cov molecule muaj ib lub nplhaib pyrrole nrog cov tshuaj chlorine atom ntawm 5-txoj hauj lwm thiab methyl ester ntawm 3-txoj hauj lwm. Lub pyrrole NH tsis muaj zog acidic thiab tuaj yeem koom nrog hauv hydrogen bonding, thaum lub ester functionality yog raug rau hydrolysis nyob rau hauv acidic los yog tej yam kev mob. Kev khaws cia rau hauv cov thawv kaw nruj nreem tiv thaiv los ntawm lub teeb thiab noo noo ntawm qhov kub thiab txias yog feem ntau txaus, txawm hais tias desiccated tej yam kev mob raug pom zoo rau lub sij hawm ntev. Kev sib cuag nrog cov neeg muaj zog oxidizing thiab cov hauv paus muaj zog yuav tsum zam.

Methyl 5-chloro-1H-pyrrole-3-carboxylate yog ib qho kev ua haujlwm pyrrole derivative bearing ob qho tib si halogen thiab ib pawg ester ntawm tsib- koom nrog heteroaromatic nplhaib. Cov tub ntxhais pyrrole muab ib qho hluav taws xob - nplua nuj aromatic system muaj peev xwm koom nrog π- stacking kev sib cuam tshuam thiab hydrogen bonding los ntawm NH pawg. Cov tshuaj chlorine atom ntawm 5- txoj hauj lwm qhia electron- rho tawm tus cwj pwm thiab ua hauj lwm los ntawm ntau yam kev hloov pauv-hlau-catalyzed cross-coupling cov tshuaj tiv thaiv, xws li Suzuki, Sonogashira, thiab Buchwald-Hartwig couplings, ua rau kev taw qhia ntawm cov pab pawg neeg heteroaryl. methyl ester ntawm 3-txoj hauj lwm muaj kev tiv thaiv carboxylic acid sib npaug, muab ib qho chaw rau kev ua haujlwm ntxiv los ntawm hydrolysis, transesterification, lossis txo cov cawv sib xws. Qhov kev sib xyaw ua ke ntawm kev hloov pauv halogen thiab cov latent carboxylic acid ntawm ib qho tseem ceeb heteroaromatic core ua rau cov khoom siv muaj txiaj ntsig zoo hauv cov tshuaj chemistry thiab cov organic synthesis rau kev tsim ntau cov pyrrole-raws li molecules uas muaj peev xwm ua rau lom.

Pharmaceutical Intermediate
Qhov no chloropyrrole ester yog ua hauj lwm nyob rau hauv lub synthesis ntawm cov tebchaw uas muaj peev xwm tiv thaiv mob qog noj ntshav, o, thiab kab mob microbial. Lub bromine atom ua rau lig-theem diversification los ntawm cross-coupling kev cuam tshuam, tso cai rau kev tshawb nrhiav sai ntawm cov qauv- kev sib raug zoo. Pyrrole- muaj cov molecules muaj nyob rau hauv bioactive natural khoom thiab tshuaj, nrog rau statins thiab porphyrin derivatives. Cov ester tuaj yeem ua rau hydrolyzed rau carboxylic acid rau amide coupling nrog amine - muaj cov tshuaj pharmacophores, pab tsim cov tsev qiv ntawv sib xyaw rau kev tshawb nrhiav tshuaj.

Tsev Block rau Heterocyclic Systems
Lub compound ua haujlwm ua ntej rau kev tsim fused heterocycles xws li pyrrolo[2,3-d]pyrimidines, pyrrolo[3,2-b]pyridines, thiab indoles los ntawm cyclization lossis cross-coupling sequences. Cov tshuaj chlorine atom tso cai rau kev tshaj tawm ntxiv los ntawm cov tshuaj tiv thaiv hlau-catalyzed, ua rau nkag mus rau cov tsev qiv ntawv sib txawv. Cov txheej txheem nplhaib no raug tshawb xyuas rau lawv cov khoom siv tshuaj, nrog rau cov tub ntxhais pyrrole rigid muab conformational txwv tsis pub muaj txiaj ntsig rau lub hom phiaj xaiv thiab kev ruaj ntseg metabolic.

Intermediate rau Porphyrin thiab BODIPY Synthesis
Pyrrole-3-carboxylate derivatives yog cov khoom tseem ceeb pib hauv kev sib txuas ntawm porphyrins, dipyrrins, thiab boron-dipyrromethene dyes. Pab pawg ester tuaj yeem tswj hwm los qhia txog cov saw hlau solubilizing lossis tsom mus rau moieties, thaum cov tshuaj chlorine muab ib tus tuav rau kev ua haujlwm ntxiv los kho cov khoom siv lub cev. Cov tshuaj fluorescent no pom cov ntawv thov hauv bioimaging, photodynamic therapy, thiab optoelectronic li xws li cov organic teeb-emitting diodes thiab hnub ci hlwb.

Organic Synthesis Building Block
Raws li ntau yam khoom siv nruab nrab, methyl 5-chloro-1H-pyrrole-3-carboxylate koom nrog ntau yam kev hloov pauv xws li Vilsmeier-Haack formylation, palladium-catalyzed cross-couplings, thiab taw qhia cov tswv yim metalation. Cov ester tuaj yeem raug txo qis rau cov cawv sib xws rau ether tsim lossis hloov mus rau lwm pawg ua haujlwm. Lub pyrrole NH tuaj yeem tiv thaiv, alkylated, lossis acylated kom nthuav dav ntxiv rau qhov scaffold. Nws cov khoom siv txuas ntxiv mus rau kev sib txuas ntawm cov khoom siv ntuj tsim analogs thiab cov khoom siv ua haujlwm uas lub nplhaib pyrrole imparts tsim nyog siv hluav taws xob thiab cov khoom siv.

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