Ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate
• CAS No.: 721920-80-5
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.271
• DSSTox Substance ID: DTXSID70704386
• Wikidata: Q82636804
• Mol file: 721920-80-5.mol

Synonyms:ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate;721920-80-5;SCHEMBL6222088;DTXSID70704386;AKOS015924413;CS-0112055;FT-0757962;F53449;Ethyl (5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate

Chemical Property of Ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate

Chemical Property:

• PSA: 51.22000
• LogP: 1.68330
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.121177757
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

98% ^*data from raw suppliers

1,8-NAPHTHYRIDINE-2-ACETICACID,5,6,7,8-TETRAHYDRO-,ETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=NC2=C(CCCN2)C=C1

Technology Process of Ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate

There total 4 articles about Ethyl 2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate 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: 98.0%

(E)-1-ethoxy-2-(1,8-naphthyridin-2-yl)ethenol (721920-79-2) → ethyl (5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate (721920-80-5)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethanol; at 20 ℃; for 16h;

Reference yield:

2-Aminonicotinaldehyde (7521-41-7) → ethyl (5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate (721920-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: L-proline / ethanol / Heating

2: LiHMDS / tetrahydrofuran / -40 - 0 °C

3: H₂ / Pd/C / ethanol

With hydrogen; L-proline; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1: Friedlaender reaction;

DOI:10.1016/j.bmcl.2006.03.045

Reference yield:

2-methyl-[1,8]naphthyridine (1569-16-0) → ethyl (5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)acetate (721920-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: LiHMDS / tetrahydrofuran / -40 - 0 °C

2: H₂ / Pd/C / ethanol

With hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2006.03.045

upstream raw materials:

[1,8]naphthyridin-2-yl-acetic acid ethyl ester

2-Aminonicotinaldehyde

2-methyl-[1,8]naphthyridine

(E)-1-ethoxy-2-(1,8-naphthyridin-2-yl)ethenol

Downstream raw materials:

2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol

3-[2-(4-chloro-phenyl)-thiazol-5-yl]-4-{3-[2-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-ethoxy]-isoxazol-5-yl}-butyric acid ethyl ester

2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethanol