Benzo[h]-1,6-naphthyridin-5(6H)-one

Base Information

• Chemical Name: Benzo[h]-1,6-naphthyridin-5(6H)-one
• CAS No.: 23985-95-7
• Molecular Formula: C12H8N2O
• Molecular Weight: 196.208
• DSSTox Substance ID: DTXSID40446807
• Nikkaji Number: J2.328.481B
• Wikidata: Q82265530
• ChEMBL ID: CHEMBL109064
• Mol file: 23985-95-7.mol

Synonyms:23985-95-7;6H-Benzo[h][1,6]naphthyridin-5-one;CHEMBL109064;Benzo[h]-1,6-naphthyridin-5(6H)-one;SCHEMBL15338391;DTXSID40446807;BDBM50130581;6H-Benzo[h][1,6]naphthyridine-5-one;benzo[h]-1,6-naphthyridine-5(6h)-one

Chemical Property of Benzo[h]-1,6-naphthyridin-5(6H)-one

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.063662883
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C=CC=N3)C(=O)N2

Technology Process of Benzo[h]-1,6-naphthyridin-5(6H)-one

There total 1 articles about Benzo[h]-1,6-naphthyridin-5(6H)-one 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: 42.0%

ethyl 2-chloronicotinate (1452-94-4) + 2-pivaloylaminophenyl boronic acid (146140-95-6) → 2-(2-pivaloylaminophenyl)nicotinic acid ethyl ester + benzo[h]-1,6-naphthyridin-5(6H)-one (23985-95-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; ethanol; for 24h; Heating;

DOI:10.1002/jhet.5570430612

Reference yield: 87.0%

benzo[h]-1,6-naphthyridin-5(6H)-one (23985-95-7) + diphenyldisulfane (882-33-7) → 8-phenylsulfanylbenzo[c][2,5]naphthyridin-1(2H)-one

Guidance literature:

benzo[h]-1,6-naphthyridin-5(6H)-one; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.75h;

diphenyldisulfane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1002/jhet.5570430612

Reference yield: 82.0%

benzo[h]-1,6-naphthyridin-5(6H)-one (23985-95-7) + benzaldehyde (100-52-7) → 8-(1-hydroxyphenylmethyl)benzo[c][2,5]naphthyridin-1(2H)-one

Guidance literature:

benzo[h]-1,6-naphthyridin-5(6H)-one; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.75h;

benzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1002/jhet.5570430612

upstream raw materials:

ethyl 2-chloronicotinate

2-pivaloylaminophenyl boronic acid