433267-55-1

Usage

Uses

Used in Organic Synthesis:
Ethyl 4-bromo-1H-pyrrole-2-carboxylate is used as a building block for the synthesis of various organic molecules, including pharmaceuticals and agrochemicals. Its unique structure and functional groups make it a versatile intermediate in the development of new chemical entities with potential therapeutic applications.
Used in Pharmaceutical Industry:
Ethyl 4-bromo-1H-pyrrole-2-carboxylate is used as an intermediate in the synthesis of pyrrole-based drugs. Its presence in the molecular structure can contribute to the biological activity and therapeutic potential of the final drug product.
Used in Agrochemical Industry:
Ethyl 4-bromo-1H-pyrrole-2-carboxylate is also used as an intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds in agricultural settings.

InChI:InChI=1/C7H8BrNO2/c1-2-11-7(10)6-3-5(8)4-9-6/h3-4,9H,2H2,1H3

Upstream product

• 516465-80-8 4-bromo-1H-pyrrole-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester 
• 2199-43-1 ethyl 1H-pyrrole-2-carboxylate 
• 72652-32-5 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 

Downstream Products

• 127572-59-2 4-(3,4-dimethoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester 
• 2199-43-1 ethyl 1H-pyrrole-2-carboxylate 
• 127572-58-1 ethyl 4-phenyl-1H-pyrrole-2-carboxylate 
• 1261272-14-3 (R)-ethyl 4-bromo-1-(1-phenylethyl)-1H-pyrrole-2-carboxylate 
• 1428947-05-0 C₁₄H₁₃Br₂NO₂S 
• 1428947-16-3 C₁₄H₁₅NO₂S 
• 1428947-06-1 C₁₃H₉Br₂Cl₂NO₂ 
• 1428947-17-4 C₁₃H₁₁Cl₂NO₂ 
• 1428947-07-2 C₁₄H₁₂Br₂FNO₃ 
• 1428947-18-5 C₁₄H₁₄FNO₃ 
• 944901-09-1 ethyl 4-cyano-1H-pyrrole-2-carboxylate 
• 1271022-90-2 BMS-911543 

Relevant academic research and scientific papers

Structural Optimizations of Thieno[3,2-b]pyrrole Derivatives for the Development of Metabolically Stable Inhibitors of Chikungunya Virus

Chikungunya virus (CHIKV) is a re-emerging vector-borne alphavirus, and there is no approved effective antiviral treatment currently available for CHIKV. We previously reported the discovery of thieno[3,2-b]pyrrole 1b that displayed good antiviral activit

A Palladium(II)-Catalyzed C-H Activation Cascade Sequence for Polyheterocycle Formation

Polyheterocycles are found in many natural products and are useful moieties in functional materials and drug design. As part of a program towards the synthesis of Stemona alkaloids, a novel palladium(II)-catalyzed C-H activation strategy for the construction of such systems has been developed. Starting from simple 1,3-dienyl-substituted heterocycles, a large range of polycyclic systems containing pyrrole, indole, furan and thiophene moieties can be synthesized in a single step. Don't overdo it: A palladium(II)-catalyzed C-H activation cascade sequence for the synthesis of polyheterocycles is reported. Aromatization of the initially formed dihydro species occurred with a quinone oxidant. In some cases the use of one equivalent of the oxidant enabled isolation of the dihydro species as a single isomer (see scheme; X=NMe, O, S).

Ni-Catalyzed C-H Functionalization in the Formation of a Complex Heterocycle: Synthesis of the Potent JAK2 Inhibitor BMS-911543

BMS-911543 is a complex pyrrolopyridine investigated as a potential treatment for myeloproliferative disorders. The development of a short and efficient synthesis of this molecule is described. During the course of our studies, a Ni-mediated C-N bond formation was invented, which enabled the rapid construction of the highly substituted 2-aminopyridine core. The synthesis of this complex, nitrogen-rich heterocycle was accomplished in only eight steps starting from readily available materials.

PROCESS FOR THE PREPARATION OF N,N-DICYCLOPROPYL-4-(1,5-DIMETHYL-1H-PYRAZOL-3-YLAMINO)-6-ETHYL-1-METHYL-1,6-DIHYDROIMIDAZO[4,5-d]PYRROLO[2,3-b]PYRIDINE-7-CARBOXAMIDE

The invention relates to an improved process for synthesizing N,N-dicyclopropyl-4-(1,5-dimethyl-1H-pyrazol-3-ylamino)-6-ethyl-1-methyl-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridine-7-carboxamide of the formula: (I) Compound (I) is currently in clinical trials for the treatment of myeloproliferative disorders, such as polycythaemia vera, thrombocythaemia and primary myelofibrosis.

Novel pyrazolopiperazinone- and pyrrolopiperazinone-based MCH-R1 antagonists

The synthesis and biological testing of novel classes of potent melanin-concentrating hormone (MCH-R1) antagonists based on pyrazolopiperazinone and pyrrolopiperazinone scaffolds are described.

An unusual dehalogenation in the Suzuki coupling of 4-bromopyrrole-2-carboxylates

An unusual dehalogenation of 4-bromopyrrole-2-carboxylates under Suzuki coupling conditions has been observed. This dehalogenation can be suppressed by protection of the pyrrole nitrogen. Using a BOC protecting group, not only is dehalogenation suppressed

Traceless linking of pyrroles: General methology and solid phase supported functionalizations

Transacetalization reaction of the diethoxymethyl (DEM) protected pyrroles 2a-f with the diol functionalized resin 3 resulted in the formation of the immobilized pyrroles 4a-f. Regioselective transformations including Pd-catalyzed coupling reactions and reductive aminations on solid phase were demonstrated.