4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester
• CAS No.: 855231-04-8
• Molecular Formula: C₂₃H₂₂FNO₃
• Molecular Weight: 379.431
• Mol file: 855231-04-8.mol

Synonyms:4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

There total 7 articles about 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester 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: 66.0%

4-(4-fluoro-phenyl)-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (855231-02-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (855231-04-8)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at -78 ℃; for 0.5h;

4-(4-fluoro-phenyl)-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester; In 1,1-dichloroethane; at -78 ℃; for 1.25h; Heating / reflux;

With water; sodium acetate; at 0 ℃; for 1h; Heating / reflux;

Reference yield:

4-(4-fluorophenyl)-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (855231-00-4) → 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (855231-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / dimethylsulfoxide / 1.5 h / 25 °C

2: POCl₃ / 1,2-dichloro-ethane / 3 h / 80 °C

With potassium hydroxide; trichlorophosphate; In dimethyl sulfoxide; 1,2-dichloro-ethane; 2: Vilsmeir-Haack reaction;

DOI:10.1016/j.bmcl.2007.05.096

Reference yield:

3-dimethylamino-2-(4-fluoro-phenyl)-1-phenylpropenone → 4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (855231-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / glacial acetic acid / 2 h / 120 °C

2: phosphorus oxychloride / 1,2-dichloro-ethane / 18 h / 80 °C

With acetic acid; trichlorophosphate; In 1,2-dichloro-ethane; 2: Vilsmeier-Haack reaction;

DOI:10.1016/j.tet.2007.06.005

upstream raw materials:

4-(4-fluoro-phenyl)-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

N,N-dimethyl-formamide

4-(4-fluorophenyl)-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

ethyl 2-(isopropylamino)acetate

Downstream raw materials:

4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid

C₂₁H₁₇ClFNO₂

4-(4-fluoro-phenyl)-5-formyl-1-isopropyl-3-phenyl-1H-pyrrole-2-carboxylic acid 4-methoxybenzylamide

C₄₂H₄₈FN₃O₅Si