methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate
• CAS No.: 864076-02-8
• Molecular Formula: C₁₈H₂₂N₂O₄
• Molecular Weight: 330.384
• Mol file: 864076-02-8.mol

Synonyms:methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Chemical Property of methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate

There total 4 articles about methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-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: 97.0%

4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester (1196-90-3) + [4-(tert-butoxycarbonylamino)phenyl]boronic acid (380430-49-9) → methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate (864076-02-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 100 ℃; Microwave irradiation; Inert atmosphere;

DOI:10.1021/jm301882a

Reference yield: 63.0%

4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester (1196-90-3) + (4-tert-butoxycarbonylaminophenyl)boronic acid pinacol ester (330793-01-6) → methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate (864076-02-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; acetonitrile; at 100 ℃; for 0.183333h; Inert atmosphere;

Reference yield:

N-Methylpyrrole (96-54-8) → methyl 4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylate (864076-02-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether; tetrahydrofuran / 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / tetrahydrofuran / 6 h / -10 - 20 °C

3.1: sodium methylate / 0.5 h / Reflux

3.2: pH 2

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; toluene; water / 100 °C / Microwave irradiation; Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; water; toluene; 4.1: |Suzuki Coupling;

DOI:10.1021/jm301882a

upstream raw materials:

4-bromo-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester

(4-tert-butoxycarbonylaminophenyl)boronic acid pinacol ester

1-(4-bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trichloroethan-1-one

N-Methylpyrrole

Downstream raw materials:

4-(4-((tert-butoxycarbonyl)amino)phenyl)-1-methyl-1H-pyrrole-2-carboxylic acid

methyl 4-[[4-[[4-(4-aminophenyl)-1-methyl-pyrrole-2-carbonyl]amino]-1-methyl-imidazole-2-carbonyl]amino]-1-methyl-pyrrole-2-carboxylate

C₂₉H₃₃N₇O₆

C₂₂H₂₅N₅O₅