methyl 4-bromo-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: methyl 4-bromo-1H-pyrrole-2-carboxylate
• CAS No.: 934-05-4
• Molecular Formula: C6H6BrNO2
• Molecular Weight: 204.023
• Hs Code.: 29339900
• European Community (EC) Number: 807-000-7
• DSSTox Substance ID: DTXSID70377039
• Nikkaji Number: J856.341A
• Wikidata: Q72488841
• Metabolomics Workbench ID: 172289
• Mol file: 934-05-4.mol

Synonyms:methyl 4-bromo-1H-pyrrole-2-carboxylate;934-05-4;Methyl 4-bromopyrrole-2-carboxylate;4-BROMO-1H-PYRROLE-2-CARBOXYLIC ACID METHYL ESTER;METHYL4-BROMO-1H-PYRROLE-2-CARBOXYLATE;MFCD00832855;1H-Pyrrole-2-carboxylic acid, 4-bromo-, methyl ester;4-Bromo-2-(methoxycarbonyl)-1H-pyrrole;SCHEMBL519390;4-BROMOPYRROLE-2-CARBOXYLIC ACID METHYL ESTER;4-bromo-2-methoxycarbonylpyrrole;DTXSID70377039;ZXFCRVGOHJHZNF-UHFFFAOYSA-N;BBL101189;CL2807;STL554985;methyl-4-bromo-pyrrole-2-carboxylate;AKOS005070081;CS-W007392;PB29127;SY007031;AM20120349;FT-0602246;M2583;EN300-35882;1Y-0815;J-522315;Z99028679

Chemical Property of methyl 4-bromo-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 100-101°C
• Refractive Index: 1.573
• Boiling Point: 290.5 °C at 760 mmHg
• PKA: 13.49±0.50(Predicted)
• Flash Point: 129.5 °C
• PSA: 42.09000
• Density: 1.674 g/cm³
• LogP: 1.56380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 202.95819
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-1H-pyrrole-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CN1)Br
• Uses: 4-Bromo-1H-pyrrole-2-carboxylic Acid Methyl Ester is a useful synthetic intermediate. It is used to synthesize potent melanin-concentrating hormone (MCH-R1) antagonists based on pyrazolopiperazinone.

Technology Process of methyl 4-bromo-1H-pyrrole-2-carboxylate

There total 13 articles about methyl 4-bromo-1H-pyrrole-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

methyl Pyrrole-2-carboxylate (1193-62-0) → methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4) + 5-bromo-1H-pyrrole-2-carboxylic acid methyl ester (934-07-6)

Guidance literature:

With Ascophyllum nodosum vanadate(V)-dependent bromoperoxidase I; dihydrogen peroxide; sodium bromide; In tert-butyl alcohol; at 23 ℃; for 24h; pH=6.2; aq. buffer; Enzymatic reaction;

DOI:10.1039/c0gc00499e

Reference yield: 86.0%

methanol (67-56-1) + 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone (72652-32-5) + sodium methylate (124-41-4) → methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4)

Guidance literature:

for 1h;

DOI:10.1016/j.bmcl.2015.09.018

Reference yield: 82.0%

methanol (67-56-1) + 1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone (72652-32-5) → methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4)

Guidance literature:

With sodium methylate; for 0.333333h; Ambient temperature;

upstream raw materials:

methanol

1-(4-bromo-1H-pyrrol-2-yl)-2,2,2-trichloroethanone

pyridine

4-bromo-1H-pyrrole-2-carboxylic acid chloride

Downstream raw materials:

3-[4-(2-cyclopropyl-2-hydroxy-ethoxy)-3-methoxy-phenyl]-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-pyrrolo[2,1-f][1,2,4]triazin-4-one