methyl 4,5-dibromo-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: methyl 4,5-dibromo-1H-pyrrole-2-carboxylate
• CAS No.: 937-16-6
• Molecular Formula: C6H5 Br2 N O2
• Molecular Weight: 282.92
• Hs Code.: 2933990090
• NSC Number: 288036
• DSSTox Substance ID: DTXSID10314746
• Nikkaji Number: J80.031G
• Wikidata: Q82067053
• Metabolomics Workbench ID: 133420
• ChEMBL ID: CHEMBL391386
• Mol file: 937-16-6.mol

Synonyms:methyl 4,5-dibromo-1H-pyrrole-2-carboxylate;937-16-6;NSC 288036;NSC288036;4,5-Dibromo-2-(methoxycarbonyl)-1H-pyrrole;CHEMBL391386;SCHEMBL17781270;DTXSID10314746;AMY25247;MFCD06200907;AKOS005069336;NSC-288036;SB21969;methyl 4,5-dibromopyrrole-2-carboxylate;CS-0213462;FT-0679970;DIBROMOPYRROLE-2-METHYLCARBOXYLATE (AN);F72771;10X-0702;J-522273;4,5-Dibromo-1H-pyrrole-2-carboxylic acid methyl ester

Chemical Property of methyl 4,5-dibromo-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 5.12E-05mmHg at 25°C
• Melting Point: 163-165掳C
• Boiling Point: 348.2°C at 760 mmHg
• PKA: 12.51±0.50(Predicted)
• Flash Point: 164.4°C
• PSA: 42.09000
• Density: 2.049g/cm³
• LogP: 2.32630
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 282.86665
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

Methyl4,5-dibromo-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N1)Br)Br

Technology Process of methyl 4,5-dibromo-1H-pyrrole-2-carboxylate

There total 8 articles about methyl 4,5-dibromo-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: 85.0%

methyl Pyrrole-2-carboxylate (1193-62-0) → 4,5-dibromopyrrole-2-carboxylic acid methyl ester (937-16-6)

Guidance literature:

With hydrogen bromide; dimethyl sulfoxide; at 50 ℃; for 2h;

DOI:10.3184/174751914X14114780483352

Reference yield: 54.0%

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) + 4,5-dibromopyrrole-2-carboxylic acid methyl ester (937-16-6)

Guidance literature:

With 4-morpholineethanesulfonic acid; V_BrPO(AnI) bromoperoxidase; dihydrogen peroxide; sodium bromide; In water; tert-butyl alcohol; at 20 ℃; pH=6.2; Concentration; Reagent/catalyst;

DOI:10.1039/c3dt51582f

Reference yield: 20.0%

pyridine (110-86-1) + methanol (67-56-1) + chlorure de l'acide 4,5-dibromopyrrole-2-carboxylique → 1-[(4,5-dibromo-1H-pyrrol-2-yl)carbonyl]-1,2-dihydropyridine (905285-02-1) + 4,5-dibromopyrrole-2-carboxylic acid methyl ester (937-16-6)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at -78 ℃; for 1.75h;

DOI:10.1021/ol0608451

upstream raw materials:

methyl Pyrrole-2-carboxylate

pyridine

methanol

pyrrol-2-yl trichloromethyl ketone

Downstream raw materials:

methyl 4-bromo-5-(4-tert-butylphenyl)-1H-pyrrole-2-carboxylate

methyl 4-bromo-5-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate