Benzo[c][1,8]naphthyridin-6(5h)-One

Base Information

• Chemical Name: Benzo[c][1,8]naphthyridin-6(5h)-One
• CAS No.: 53439-81-9
• Molecular Formula: C12H8N2O
• Molecular Weight: 196.208
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL110381
• DSSTox Substance ID: DTXSID50492294
• Nikkaji Number: J1.248.412G
• Pharos Ligand ID: 1JNQZWW7NN1T
• Wikidata: Q27467639
• Mol file: 53439-81-9.mol

Synonyms:5H-benzo(c)(1,8)naphthyridin-6-one

Chemical Property of Benzo[c][1,8]naphthyridin-6(5h)-One

Chemical Property:

• PSA: 46.01000
• LogP: 2.48860
• XLogP3: 1.7
• 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:

99% ^*data from raw suppliers

Benzo[c][1,8]naphthyridin-6(5H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(NC2=O)N=CC=C3

Technology Process of Benzo[c][1,8]naphthyridin-6(5h)-One

There total 14 articles about Benzo[c][1,8]naphthyridin-6(5h)-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: 78.0%

2-(2-aminopyridin-3-yl)-N,N-diisopropylbenzamide → benzo[c][1,8]naphthyridin-6(5H)-one (53439-81-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jm030109s

Reference yield: 63.0%

2-chloro-N-(pyridine-2-yl)benzamide (54979-78-1) → 2-amino-5-(2-chlorobenzoyl)pyridine + (4-aminopyridin-3-yl)(2-chlorophenyl)methanone (185540-17-4) + benzo[c][1,8]naphthyridin-6(5H)-one (53439-81-9)

Guidance literature:

With sodium carbonate; In acetonitrile; for 5h; Irradiation;

DOI:10.1021/jo001470e

Reference yield: 63.0%

2-Amino-3-bromopyridine (13534-99-1) + methyl chlorobenzoate (610-96-8) → benzo[c][1,8]naphthyridin-6(5H)-one (53439-81-9)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(pinacol)diborane; tricyclohexylphosphine; In 2-ethoxy-ethanol; at 100 ℃; Inert atmosphere;

DOI:10.1039/c7ob01237c

upstream raw materials:

2-chloro-N-(pyridine-2-yl)benzamide

2-diisopropylaminocarbonylphenylboronic acid

3-iodo-2-aminopyridine

o-chlorobenzoyl chloride

Downstream raw materials:

benzene-1,2-dicarboxylic acid

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