5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

Base Information

• Chemical Name: 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid
• CAS No.: 1208330-33-9
• Molecular Formula: C₂₆H₂₂N₂O₅
• Molecular Weight: 442.471
• Mol file: 1208330-33-9.mol

Synonyms:5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

Chemical Property of 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid

There total 10 articles about 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid 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:

4-bromo-2-methyl-benzoic acid methyl ester (99548-55-7) → 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid (1208330-33-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: N,N-dimethyl-formamide / 8 h / Reflux

2.1: water; sodium hydroxide / ethanol / 12 h / 20 °C

3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 14 h / 70 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: water; dimethyl sulfoxide / 2.5 h / 150 °C

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

6.2: -78 - 20 °C / Inert atmosphere

7.1: ozone / dichloromethane / 0.67 h / -78 °C

7.2: -78 - 20 °C

8.1: acetic acid / ethanol / 2 h / 60 °C

9.1: water; dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide / 2 h / 20 °C

With thionyl chloride; water; dihydrogen peroxide; ozone; acetic acid; N,N-dimethyl-formamide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

C26H20N2O4 (1208331-23-0) → 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid (1208330-33-9)

Guidance literature:

With water; dihydrogen peroxide; sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

ethyl 3-(4-cyano-2-methylphenyl)-2-(4-methoxyphenyl)-3-oxopropanoate (1208331-31-0) → 5-(2-(4-carbamoyl-2-methylphenyl)-3-(4-methoxyphenyl)-1H-pyrrol-1-yl)-2-hydroxybenzoic acid (1208330-33-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: water; dimethyl sulfoxide / 2.5 h / 150 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: ozone / dichloromethane / 0.67 h / -78 °C

3.2: -78 - 20 °C

4.1: acetic acid / ethanol / 2 h / 60 °C

5.1: water; dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide / 2 h / 20 °C

With water; dihydrogen peroxide; ozone; acetic acid; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2011.04.086

upstream raw materials:

ethyl 3-(4-cyano-2-methylphenyl)-2-(4-methoxyphenyl)-3-oxopropanoate

4-(2-(4-methoxyphenyl)acetyl)-3-methylbenzonitrile

4-(2-(4-methoxyphenyl)pent-4-enoyl)-3-methylbenzonitrile

4-(2-(4-methoxyphenyl)-4-oxobutanoyl)-3-methylbenzonitrile