4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol

Base Information

• Chemical Name: 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol
• CAS No.: 1289206-27-4
• Molecular Formula: C₁₆H₁₅BrN₂O₂
• Molecular Weight: 347.211
• Mol file: 1289206-27-4.mol

Synonyms:4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol

Chemical Property of 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol

There total 7 articles about 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol 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-(4-bromo-3-(4-methoxyphenyl)-5-methyl-1H-pyrrol-2-yl)-3,5-dimethylisoxazole (1289207-41-5) → 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol (1289206-27-4)

Guidance literature:

4-(4-bromo-3-(4-methoxyphenyl)-5-methyl-1H-pyrrol-2-yl)-3,5-dimethylisoxazole; With boron tribromide; In dichloromethane; at 0 - 20 ℃;

With water; sodium hydrogencarbonate; In dichloromethane;

Reference yield:

3,5-dimethyl-4-isoxazolecarboxylic acid (2510-36-3) → 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol (1289206-27-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: thionyl chloride / 0.5 h / 80 °C

1.2: 20 °C

2.1: tetrahydrofuran / 0 - 20 °C

3.1: potassium carbonate / kryptofix 222 / 2 h / 85 °C

4.1: triethylamine; 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide triethylamine / ethanol / 0.5 h / 120 °C / Microwave irradiation

5.1: ammonium acetate / acetic acid / 0.5 h / 140 °C / Microwave irradiation

6.1: N-Bromosuccinimide / tetrahydrofuran / 0.33 h / 0 °C

7.1: boron tribromide / dichloromethane / 0 - 20 °C

With N-Bromosuccinimide; thionyl chloride; 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide triethylamine; ammonium acetate; boron tribromide; potassium carbonate; triethylamine; kryptofix 222; In tetrahydrofuran; ethanol; dichloromethane; acetic acid;

Reference yield:

N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide (1223452-45-6) → 4-(4-bromo-2-(3,5-dimethylisoxazol-4-yl)-5-methyl-1H-pyrrol-3-yl)phenol (1289206-27-4)

Guidance literature:

Multi-step reaction with 6 steps

1: tetrahydrofuran / 0 - 20 °C

2: potassium carbonate / kryptofix 222 / 2 h / 85 °C

3: triethylamine; 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide triethylamine / ethanol / 0.5 h / 120 °C / Microwave irradiation

4: ammonium acetate / acetic acid / 0.5 h / 140 °C / Microwave irradiation

5: N-Bromosuccinimide / tetrahydrofuran / 0.33 h / 0 °C

6: boron tribromide / dichloromethane / 0 - 20 °C

With N-Bromosuccinimide; 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide triethylamine; ammonium acetate; boron tribromide; potassium carbonate; triethylamine; kryptofix 222; In tetrahydrofuran; ethanol; dichloromethane; acetic acid;

upstream raw materials:

3,5-dimethyl-4-isoxazolecarboxylic acid

N-methoxy-N-methyl-3,5-dimethylisoxazole-4-carboxamide

1-(3,5-dimethylisoxazol-4-yl)-2-(4-methoxyphenyl)ethanone

1-(3,5-dimefhylisoxazol-4-yl)-2-(4 methoxyphenyl)prop-2-en-1-one