Methyl 4-bromofuran-2-carboxylate

Base Information

• Chemical Name: Methyl 4-bromofuran-2-carboxylate
• CAS No.: 58235-80-6
• Molecular Formula: C6H5BrO3
• Molecular Weight: 205.008
• Hs Code.: 2932190090
• European Community (EC) Number: 855-782-3
• DSSTox Substance ID: DTXSID00481916
• Wikidata: Q72456630
• Mol file: 58235-80-6.mol

Synonyms:Methyl 4-bromofuran-2-carboxylate;58235-80-6;METHYL4-BROMOFURAN-2-CARBOXYLATE;4-bromo-furan-2-carboxylic acid methyl ester;MFCD00092559;4-Bromofuran-2-carboxylic acid methyl ester;YSZC370;SCHEMBL1529732;AMY6580;DTXSID00481916;methyl 4-bromo-2-furancarboxylate;RKEXKLRKXLRNMV-UHFFFAOYSA-N;CS-M2917;AKOS015920032;FS-3129;SB37792;SY023052;FT-0700078;A869500;Z1269235333;4-Bromo-furan-2-carboxylic acid methyl ester, AldrichCPR

Chemical Property of Methyl 4-bromofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.075mmHg at 25°C
• Melting Point: 42-44 °C
• Refractive Index: 1.514
• Boiling Point: 228.057 °C at 760 mmHg
• Flash Point: 91.726 °C
• PSA: 39.44000
• Density: 1.623 g/cm³
• LogP: 1.82870
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.94221
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-Bromofuran-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CO1)Br
• Uses: Methyl 4-Bromofuran-2-carboxylate is used to prepare pyrimidinamines and pyridinamines as adenosine receptor modulators for treatment of CNS disorders.

Technology Process of Methyl 4-bromofuran-2-carboxylate

There total 1 articles about Methyl 4-bromofuran-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:

methyl 4,5-dibromofuran-2-carboxylate (54113-41-6) → 2-furoic acid methyl ester (611-13-2) + 4-bromofuran-2-carboxylic acid methyl ester (58235-80-6)

Guidance literature:

With sodium tetrahydroborate; hydrogen; sodium hydrogencarbonate; palladium; In methanol; benzene; at 20 ℃; Rate constant;

DOI:10.1007/BF00512954

Reference yield: 100.0%

4-bromofuran-2-carboxylic acid methyl ester (58235-80-6) + Trimethylboroxine (823-96-1) → methyl 4-methylfuran-2-carboxylate (59304-41-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium carbonate; In 2-methyltetrahydrofuran; water; at 60 ℃; for 4h;

Reference yield: 95.0%

4-bromofuran-2-carboxylic acid methyl ester (58235-80-6) + tert-butyl-[3-(4-ethynylphenoxy)propoxy]dimethylsilane → methyl 4-{[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)phenyl]ethynyl}furan-2-carboxylate

Guidance literature:

4-bromofuran-2-carboxylic acid methyl ester; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetic acid butyl ester; at 60 ℃; for 0.166667h;

tert-butyl-[3-(4-ethynylphenoxy)propoxy]dimethylsilane; In acetic acid butyl ester; at 60 ℃; for 3h;

upstream raw materials:

methyl 4,5-dibromofuran-2-carboxylate

Downstream raw materials:

C₂₁H₂₁NO₂

C₁₄H₁₄O₃

methyl (5-((5-((4-hydroxyphenethyl)carbamoyl)furan-3-yl)carbamoyl)furan-3-yl)carbamate

Refernces