methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate

Base Information

• Chemical Name: methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate
• CAS No.: 528597-11-7
• Molecular Formula: C₁₆H₁₇N₃O₃
• Molecular Weight: 299.329
• Mol file: 528597-11-7.mol

Synonyms:methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate

Chemical Property of methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate

There total 5 articles about methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate 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: 60.0%

methanol (67-56-1) + ethyl 5-amino-2-[2-(4-ethoxycarbonylphenyl)ethyl]-isonicotinate (528597-08-2) → methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate (528597-11-7)

Guidance literature:

With ammonia; at 80 ℃;

DOI:10.1002/jhet.5570390613

Reference yield:

4-(3-oxobutyl)benzoic acid ethyl ester (174666-19-4) → methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate (528597-11-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium; ethanol / 20 °C

1.2: 75 percent / glacial acetic acid

2.1: 65 percent / methanol / 0.75 h / Heating

3.1: 60 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 0.33 h / 65 °C

4.1: triethyl amine; hydrogen / 10 percent palladium on carbon / 2 h / 760 Torr

5.1: 60 percent / ammonia / 80 °C

With tert.-butylnitrite; ethanol; ammonia; hydrogen; sodium; triethylamine; copper dichloride; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1002/jhet.5570390613

Reference yield:

ethyl 4-(5-ethoxycarbonyl-3,5-dioxopentyl)benzoate (528596-98-7) → methyl 4-[2-(5-amino-4-carbamoylpyridin-2-yl)ethyl]benzoate (528597-11-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / methanol / 0.75 h / Heating

2: 60 percent / tert-butyl nitrite; CuCl₂ / acetonitrile / 0.33 h / 65 °C

3: triethyl amine; hydrogen / 10 percent palladium on carbon / 2 h / 760 Torr

4: 60 percent / ammonia / 80 °C

With tert.-butylnitrite; ammonia; hydrogen; triethylamine; copper dichloride; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1002/jhet.5570390613

upstream raw materials:

methanol

ethyl 5-amino-2-[2-(4-ethoxycarbonylphenyl)ethyl]-isonicotinate

4-(3-oxobutyl)benzoic acid ethyl ester

ethyl 4-(5-ethoxycarbonyl-3,5-dioxopentyl)benzoate

Downstream raw materials:

methyl 4-[2-(2-amino-4-oxopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoate

methyl 4-[2-(5-amino-4-cyanopyridin-2-yl)ethyl]benzoate

methyl 4-[2-(2,4-diaminopyrido[3,4-d]pyrimidin-6-yl)ethyl]benzoate

4-[2-(2-amino-4-oxo-3,4-dihydro-pyrido[3,4-d]pyrimidin-6-yl)-ethyl]-benzoic acid