1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate

Base Information

• Chemical Name: 1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate
• CAS No.: 156237-78-4
• Molecular Formula: C11H14 Br N O4
• Molecular Weight: 304.14
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00471135
• Mol file: 156237-78-4.mol

Synonyms:156237-78-4;1-(tert-Butyl) 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate;1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate;1-O-tert-butyl 2-O-methyl 4-bromopyrrole-1,2-dicarboxylate;Methyl 1-Boc-4-bromo-1H-pyrrole-2-carboxylate;MFCD09751125;BLWTUIPDLAVPHI-UHFFFAOYSA-N;SCHEMBL4131647;1-tert-butyl 2-methyl 4-bromopyrrole-1,2-dicarboxylate;1-tert-Butyl2-methyl4-bromo-1H-pyrrole-1,2-dicarboxylate;DTXSID00471135;AKOS005072836;HB-0733;SB62460;s11173;SY262783;CS-0132089;FT-0681095;EN300-217192;A883591;J-505131;Methyl 4-bromo-1H-pyrrole-2-carboxylate,N-boc protected;Z1508737487;4-Bromo-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;1H-Pyrrole-1,2-dicarboxylic acid, 4-bromo-, 1-(1,1-dimethylethyl) 2-methyl ester

Chemical Property of 1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 349.693°C at 760 mmHg
• Flash Point: 165.289°C
• PSA: 57.53000
• Density: 1.421g/cm³
• LogP: 2.82040
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 303.01062
• Heavy Atom Count: 17
• Complexity: 313

Purity/Quality:

97% ^*data from raw suppliers

1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C=C(C=C1C(=O)OC)Br

Technology Process of 1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate

There total 2 articles about 1-tert-Butyl 2-methyl 4-bromo-1H-pyrrole-1,2-dicarboxylate 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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4) → 4-bromopyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (156237-78-4)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 2h;

Reference yield:

methyl Pyrrole-2-carboxylate (1193-62-0) → 4-bromopyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (156237-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / tetrachloromethane / -10 °C

2: dmap / acetonitrile / 20 °C

With dmap; bromine; In tetrachloromethane; acetonitrile;

DOI:10.1016/j.ejmech.2013.04.051

Reference yield: 76.0%

4-bromopyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (156237-78-4) + phenylboronic acid (98-80-6) → methyl 4-phenyl-1H-pyrrole-2-carboxylate (903560-42-9) + 1-tert-butyl 2-methyl 4-phenyl-1H-pyrrole-1,2-dicarboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; water; at 90 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.3390/molecules24081594

upstream raw materials:

di-tert-butyl dicarbonate

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

methyl Pyrrole-2-carboxylate

Downstream raw materials:

ethyl 4-[(3-chlorophenyl)amino]-2-(3-pyridyl)pyrrolo[1,2-a]quinoxaline-7-carboxylate

ethyl 4-[(3-ethynylphenyl)amino]-2-(3-pyridyl)pyrrolo[1,2-a]quinoxaline-7-carboxylate

4-[(3-chlorophenyl)amino]-2-(3-pyridyl)pyrrolo[1,2-a]quinoxaline-7-carboxylic acid

4-[(3-ethynylphenyl)amino]-2-(3-pyridyl)pyrrolo[1,2-a]quinoxaline-7-carboxylic acid