RofluMilast related substance

Base Information

• Chemical Name: RofluMilast related substance
• CAS No.: 1243391-44-7
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 2918990090
• Mol file: 1243391-44-7.mol

Synonyms:Roflumilast-4;RofluMilast IMp.D;Roflumilast Impurity D;RofluMilast related substance D;3-(cyclopropylMethoxy)-4-hydroxybenzoic acid;Benzoic acid, 3-(cyclopropylmethoxy)-4-hydroxy-;Roflumilast Impurity 7Q: What is Roflumilast Impurity 7 Q: What is the CAS Number of Roflumilast Impurity 7

Chemical Property of RofluMilast related substance

Chemical Property:

• PSA: 66.76000
• LogP: 1.87920
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99%+, ^*data from raw suppliers

3-(Cyclopropylmethoxy)-4-hydroxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(Cyclopropylmethoxy)-4-hydroxybenzoic Acid is a roflumilast degradation product. Roflumilast impurity.

Technology Process of RofluMilast related substance

There total 3 articles about RofluMilast related substance 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: 90.0%

methyl 3-(cyclopropylmethoxy)-4-iodobenzoate (1392191-29-5) → 3-(cyclopropylmethoxy)-4-hydroxybenzoic acid (1243391-44-7)

Guidance literature:

With copper(l) iodide; 8-quinolinol; potassium hydroxide; In dimethyl sulfoxide; at 100 ℃; for 30h; Reagent/catalyst; Temperature; Inert atmosphere; Large scale;

DOI:10.1055/s-0032-1317527

Reference yield:

methyl 3-hydroxy-4-iodobenzoate (157942-12-6) → 3-(cyclopropylmethoxy)-4-hydroxybenzoic acid (1243391-44-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale

2: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale

With copper(l) iodide; 8-quinolinol; potassium carbonate; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1055/s-0032-1317527

Reference yield:

3-hydroxy-4-iodobenzoic acid (58123-77-6) → 3-(cyclopropylmethoxy)-4-hydroxybenzoic acid (1243391-44-7)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / 50 °C

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Large scale

3: potassium hydroxide; copper(l) iodide; 8-quinolinol / dimethyl sulfoxide / 30 h / 100 °C / Inert atmosphere; Large scale

With copper(l) iodide; 8-quinolinol; thionyl chloride; potassium carbonate; potassium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1055/s-0032-1317527

upstream raw materials:

3-hydroxy-4-iodobenzoic acid

methyl 3-hydroxy-4-iodobenzoate

methyl 3-(cyclopropylmethoxy)-4-iodobenzoate

Downstream raw materials:

3-cyclopropylmethoxy-4-hydroxybenzoic acid methyl ester

roflumilast

C₂₅H₂₇FO₈

C₃₇H₄₀O₁₂

Refernces