ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate
• CAS No.: 124401-50-9
• Molecular Formula: C₁₉H₂₄FNO₂
• Molecular Weight: 317.403
• Mol file: 124401-50-9.mol

Synonyms:ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate

Chemical Property of ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate

There total 1 articles about ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-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: 49.7%

4-fluoro-β-nitrostyrene (5153-69-5,706-08-1) + isopropylamine (75-31-0) + ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (124401-50-9)

Guidance literature:

In methanol; for 48h;

DOI:10.1021/jm00163a011

Reference yield: 77.0%

ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (124401-50-9) → 1,2-diisopropyl-3-(hydroxymethyl)-4-(4-fluorophenyl)-1H-pyrrole (124401-46-3)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h;

DOI:10.1021/jm00163a011

Reference yield:

ethyl 1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (124401-50-9) → 6-{2-[4-(4-Fluoro-phenyl)-1,2-diisopropyl-1H-pyrrol-3-yl]-ethyl}-4-hydroxy-tetrahydro-pyran-2-one

Guidance literature:

Multi-step reaction with 7 steps

1: 77 percent / lithium aluminum hydride / diethyl ether / 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h

2: 87 percent / N-methylmorpholine N-oxide, tris(triphenylphosphine)ruthenium(II) dichloride / acetone / 20 h / Ambient temperature

3: 1.) sodium hydride / 1.) THF, 0 deg C, 40 min, 2.) RT, 2 h

4: 1.) 1.2 M diisobutylaluminum hydride, 2.) water / 1a.) THF, toluene, 0 deg C, 1 h, 1b.) RT, 1.5 h, 2.) 1 h

6: 1.) 1 M triethylborane, 2.) sodium borohydride / 1.) THF, 20 deg C, 140 min, 2.) -75 deg C, 12 h

7: H₂, triethylamine / 10percent Pd/C / methanol / 0.33 h / Ambient temperature

With sodium tetrahydroborate; lithium aluminium tetrahydride; tris(triphenylphosphine)ruthenium(II) chloride; triethyl borane; water; hydrogen; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In methanol; diethyl ether; acetone;

DOI:10.1021/jm00163a011

upstream raw materials:

4-fluoro-β-nitrostyrene

isopropylamine

ethyl 4-methyl-3-oxo-pentanoate

Downstream raw materials:

1,2-diisopropyl-3-(hydroxymethyl)-4-(4-fluorophenyl)-1H-pyrrole

1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrole-3-carboxaldehyde

3-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>-(E)-propenal

β-<1,2-diisopropyl-4-(4-fluorophenyl)-1H-pyrrol-3-yl>-(E)-acrylonitrile