4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide

Base Information

• Chemical Name: 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide
• CAS No.: 745821-84-5
• Molecular Formula: C₁₈H₁₄FNO₂
• Molecular Weight: 295.313
• Mol file: 745821-84-5.mol

Synonyms:4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide

Chemical Property of 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide

There total 3 articles about 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide 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%

meta-fluoroaniline (372-19-0) + 4-methoxy-1-naphthoic acid chloride (70696-57-0) → 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide (745821-84-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 0.5h; Heating / reflux;

Reference yield:

4-methoxy-1-naphthaldehyde (15971-29-6) → 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide (745821-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / aq. NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 24 h / 20 °C

2: SOCl₂ / CH₂Cl₂ / 6 h / 50 °C

3: DIEA / tetrahydrofuran / 0.5 h / Heating

With sodium chlorite; sodium dihydrogenphosphate; thionyl chloride; 2-methyl-but-2-ene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

DOI:10.1016/j.bmcl.2004.05.068

Reference yield:

4-methoxy-1-naphthoic acid (13041-62-8) → 4-methoxy-naphthalene-1-carboxylic acid (3-fluoro-phenyl)-amide (745821-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / CH₂Cl₂ / 6 h / 50 °C

2: DIEA / tetrahydrofuran / 0.5 h / Heating

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2004.05.068

upstream raw materials:

meta-fluoroaniline

4-methoxy-1-naphthoic acid chloride

4-methoxy-1-naphthaldehyde

4-methoxy-1-naphthoic acid

Downstream raw materials:

[4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid methyl ester

[4-(3-fluoro-phenylcarbamoyl)-naphthalen-1-yloxy]-acetic acid