Methyl 5-bromo-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Methyl 5-bromo-1H-pyrrole-2-carboxylate
• CAS No.: 934-07-6
• Molecular Formula: C6H6BrNO2
• Molecular Weight: 204.023
• Hs Code.: 2933990090
• European Community (EC) Number: 855-802-0
• DSSTox Substance ID: DTXSID30469242
• Metabolomics Workbench ID: 172288
• Nikkaji Number: J2.314.975C
• Wikidata: Q82296869
• Mol file: 934-07-6.mol

Synonyms:Methyl 5-bromo-1H-pyrrole-2-carboxylate;934-07-6;1H-Pyrrole-2-carboxylic acid, 5-bromo-, methyl ester;METHYL 5-BROMOPYRROLE-2-CARBOXYLATE;5-BROMO-1H-PYRROLE-2-CARBOXYLIC ACID METHYL ESTER;MFCD09801030;SCHEMBL1422544;DTXSID30469242;ZYBOXSDTMZRWBC-UHFFFAOYSA-N;AKOS015920458;CS-W006646;FS-3363;MB07693;Methyl5-bromo-1H-pyrrole-2-carboxylate;AC-25502;AM804571;SY037210;FT-0730454;EN300-107218;A859798;1H-Pyrrole-2-carboxylic acid, 5-bromo,methyl ester;1H-Pyrrole-2-carboxylic acid,5-bromo,methyl ester;Z1269211284

Chemical Property of Methyl 5-bromo-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 101-103 °C
• Boiling Point: 290.485oC at 760 mmHg
• PKA: 14.18±0.50(Predicted)
• Flash Point: 129.481oC
• PSA: 42.09000
• Density: 1.675g/cm3
• LogP: 1.56380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• 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

Methyl5-Bromo-1H-pyrrole-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=C(N1)Br
• Uses: Methyl 5-Bromo-1H-pyrrole-2-carboxylate is a chemical reagent used in pharmaceutical synthesis.

Technology Process of Methyl 5-bromo-1H-pyrrole-2-carboxylate

There total 9 articles about Methyl 5-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: 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: 50.0%

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

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; methanol; at 0 ℃; for 3.16667h;

DOI:10.1021/ja061105q

upstream raw materials:

methyl Pyrrole-2-carboxylate

α-(dimethylamino)-α-(pyrrol-2-yl)acetonitrile

pyrrol-2-yl trichloromethyl ketone

Downstream raw materials:

(S)-6-bromo-2-(2,4-dimethoxy-benzyl)-4-vinyl-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one

10a-(4-methoxyphenyl)-1-[(3-methyl-1,2-oxazol-4-yl)carbonyl]-5-oxo-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazine-8-carbonitrile

10a-(4-methoxyphenyl)-8-methyl-1-[(3-methyl-1,2-oxazol-4-yl)carbonyl]-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one

8-ethynyl-10a-(4-methoxyphenyl)-1-[(3-methyl-1,2-oxazol-4-yl)carbonyl]-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrrolo[1,2-d]pyrazin-5-one