Methyl 5-(1,8-naphthyridin-2-yl)pentanoate

Base Information

• Chemical Name: Methyl 5-(1,8-naphthyridin-2-yl)pentanoate
• CAS No.: 227751-46-4
• Molecular Formula: C14H16N2O2
• Molecular Weight: 244.28900
• DSSTox Substance ID: DTXSID30466216
• Wikidata: Q82292725
• Mol file: 227751-46-4.mol

Synonyms:Methyl 5-(1,8-naphthyridin-2-yl)pentanoate;227751-46-4;1,8-Naphthyridine-2-pentanoic acid, methyl ester;SCHEMBL5245682;DTXSID30466216;ODIRTESTHMGHKQ-UHFFFAOYSA-N;FT-0757480;5-[1,8]naphthyridin-2-yl-pentanoic acid methyl ester;5-[1,8]-Naphthyridin-2-yl-pentanoic acid methyl ester

Chemical Property of Methyl 5-(1,8-naphthyridin-2-yl)pentanoate

Chemical Property:

• Boiling Point: 369.8±32.0 °C(Predicted)
• PKA: 3.93±0.30(Predicted)
• PSA: 52.08000
• Density: 1.150±0.06 g/cm3(Predicted)
• LogP: 2.51560
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 244.121177757
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CCCCC1=NC2=C(C=CC=N2)C=C1

Technology Process of Methyl 5-(1,8-naphthyridin-2-yl)pentanoate

There total 5 articles about Methyl 5-(1,8-naphthyridin-2-yl)pentanoate 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: 65.0%

2-Aminonicotinaldehyde (7521-41-7) + methyl 6-oxoheptanoate (2046-21-1) → 5-[1,8]-naphthyridin-2-yl-pentanoic acid methyl ester (227751-46-4)

Guidance literature:

With L-proline; In methanol; at 90 ℃;

Reference yield:

6-oxoheptanoic acid (3128-07-2) → 5-[1,8]-naphthyridin-2-yl-pentanoic acid methyl ester (227751-46-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / sulfuric acid / 1,2-dichloro-ethane / 12 h / Heating

2: proline / ethanol / 12 h / Heating

With sulfuric acid; rac-Pro-OH; In ethanol; 1,2-dichloro-ethane; 2: Friedlander condensation;

DOI:10.1021/jm049874c

Reference yield:

2-Aminonicotinaldehyde (7521-41-7) + methyl 6-oxoheptanoate (2046-21-1) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 5-[1,8]-naphthyridin-2-yl-pentanoic acid methyl ester (227751-46-4)

Guidance literature:

In ethanol; ethyl acetate;

upstream raw materials:

2-Aminonicotinaldehyde

methyl 6-oxoheptanoate

6-oxoheptanoic acid

rac-Pro-OH

Downstream raw materials:

5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoic acid methyl ester