ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate

Base Information

• Chemical Name: ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate
• CAS No.: 1324007-09-1
• Molecular Formula: C₂₇H₂₂N₂O₂
• Molecular Weight: 406.484
• Mol file: 1324007-09-1.mol

Synonyms:ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate

Chemical Property of ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate

There total 4 articles about ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-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: 48.0%

4-methyl-benzaldehyde (104-87-0) + 2-amino-1H-indole-3-carboxylic acid ethyl ester (6433-72-3) + phenylacetylene (536-74-3) → ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate (1324007-09-1) + 2-(4-methylphenyl)-4-phenyl-9H-pyrido[2,3-b]indole

Guidance literature:

With trifluoroacetic acid; In acetonitrile; at 100 ℃; Microwave irradiation;

DOI:10.1002/ejoc.201402633

Reference yield:

1-(4-methylphenyl)-3-phenylprop-2-yn-1-one (20442-65-3) + 2-amino-1H-indole-3-carboxylic acid ethyl ester (6433-72-3) → ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate (1324007-09-1)

Guidance literature:

With caesium carbonate; In acetonitrile; for 6h; regioselective reaction; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.06.021

Reference yield:

4-methyl-benzoyl chloride (874-60-2) → ethyl 2-(4-methylphenyl)-4-phenylpyrimido[1,2-a]indole-10-carboxylate (1324007-09-1)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere

2: caesium carbonate / acetonitrile / 6 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; triethylamine; In acetonitrile; 1: Sonogashira coupling;

DOI:10.1016/j.tetlet.2011.06.021

upstream raw materials:

1-(4-methylphenyl)-3-phenylprop-2-yn-1-one

2-amino-1H-indole-3-carboxylic acid ethyl ester

4-methyl-benzoyl chloride

phenylacetylene