N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide

Base Information

• Chemical Name: N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide
• CAS No.: 124323-49-5
• Molecular Formula: C₁₆H₁₄F₄N₂O₃
• Molecular Weight: 358.292
• Mol file: 124323-49-5.mol

Synonyms:N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide

Chemical Property of N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide

Chemical Property:

• Vapor Pressure: 1.69E-12mmHg at 25°C
• Boiling Point: 558.3°Cat760mmHg
• Flash Point: 291.5°C
• PSA: 85.90000
• Density: 1.417g/cm³
• LogP: 3.94590

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide

There total 10 articles about N-((aminocarbonyl)methyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)-1-naphthalenecarboxamide 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: 82.0%

[(2-Fluoro-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid methyl ester (124323-68-8) → N-[(aminocarbonyl)methyl]-2-fluoro-6-methoxy-N-methyl-5-(trifluoromethyl)-1-naphthalenecarboxamide (124323-49-5)

Guidance literature:

With ammonia; In tetrahydrofuran; methanol; for 72h; Ambient temperature;

DOI:10.1021/jm00112a029

Reference yield: 67.0%

→ N-[(aminocarbonyl)methyl]-2-fluoro-6-methoxy-N-methyl-5-(trifluoromethyl)-1-naphthalenecarboxamide (124323-49-5)

Guidance literature:

Reference yield:

5-Methyl-2-methoxy-1-(trifluoromethyl)naphthalene (85674-78-8) → N-[(aminocarbonyl)methyl]-2-fluoro-6-methoxy-N-methyl-5-(trifluoromethyl)-1-naphthalenecarboxamide (124323-49-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 40 percent / fuming HNO₃, Ac₂O / 5 °C

2: 96 percent / H₂ / 10percent Pd/C / ethyl acetate / 1034.3 Torr

3: 62 percent / NaNO₂, HF, pyridine / 2 h / 65 °C

4: 100 percent / n-bromosuccinimide (NBS), (PhCO₂)2 / CCl₄ / 4 h / Heating

5: 99 percent / HCO₂Na / ethanol; H₂O / 2 h / Heating

6: 71 percent / Jones reagent / acetone / 2 h / 10 - 15 °C

7: COCl₂ / dimethylformamide; CH₂Cl₂ / 1 h

8: Et₃N / tetrahydrofuran / 0.5 h / Ambient temperature

9: 82 percent / NH₃ / tetrahydrofuran; methanol / 72 h / Ambient temperature

With pyridine; N-Bromosuccinimide; jones reagent; hydrogen fluoride; ammonia; hydrogen; nitric acid; sodium formate; acetic anhydride; triethylamine; sodium nitrite; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00112a029

upstream raw materials:

[(2-Fluoro-6-methoxy-5-trifluoromethyl-naphthalene-1-carbonyl)-methyl-amino]-acetic acid methyl ester

5-Methyl-2-methoxy-1-(trifluoromethyl)naphthalene

1-(bromomethyl)-2-fluoro-6-methoxy-5-(trifluoromethyl)naphthalene

2-fluoro-1-(hydroxymethyl)-6-methoxy-5-(trifluoromethyl)naphthalene

Refernces

• 1、 -. "N-NAPHTHOYLGLYCINES AS ALDOSE REDUCTASE INHIBITORS". . . Retrieved 2008/06/13.