Benzo[f][1,7]naphthyridin-5(6H)-one

Base Information

• Chemical Name: Benzo[f][1,7]naphthyridin-5(6H)-one
• CAS No.: 52817-50-2
• Molecular Formula: C12H8N2O
• Molecular Weight: 196.208
• DSSTox Substance ID: DTXSID10446410
• Nikkaji Number: J322.765K
• Wikidata: Q82265039
• ChEMBL ID: CHEMBL107738
• Mol file: 52817-50-2.mol

Synonyms:Benzo[f][1,7]naphthyridin-5(6H)-one;52817-50-2;6H-Benzo[f][1,7]naphthyridin-5-one;CHEMBL107738;DTXSID10446410;BDBM50130587;6H-Benzo[f][1,7]naphthyridine-5-one

Chemical Property of Benzo[f][1,7]naphthyridin-5(6H)-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:

benzo[f][1,7]naphthyridin-5(6H)-one 97.00% ^*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(C(=O)N2)N=CC=C3

Technology Process of Benzo[f][1,7]naphthyridin-5(6H)-one

There total 9 articles about Benzo[f][1,7]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: 95.0%

3-(2-fluorophenyl)pyridine-2-carbonitrile (868944-81-4) → benzo[f][1,7]naphthyridin-5(6H)-one (52817-50-2)

Guidance literature:

With potassium hydroxide; In methanol; at 150 ℃; for 0.166667h; microwave irradiation;

DOI:10.1016/j.tet.2006.04.030

Reference yield: 61.0%

2-(pyridin-3-yl)phenylamine (177202-83-4) + carbon dioxide (124-38-9,18923-20-1) → benzo[f][1,7]naphthyridin-5(6H)-one (52817-50-2)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium tert-butylate; tris(para-trifluoromethyl)phenyl phosphine; In N,N-dimethyl-formamide; at 150 ℃; for 24h; under 760.051 Torr; Sealed tube; Schlenk technique;

DOI:10.1021/acs.orglett.9b01105

Reference yield: 44.0%

2-aminophenylboronic acid (5570-18-3) + methyl 3-bromopicolinate (53636-56-9) → benzo[f][1,7]naphthyridin-5(6H)-one (52817-50-2)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In 1,4-dioxane; water; at 100 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/jhet.2725

upstream raw materials:

benzo[f][1,7]naphthyridin-5-amine

3-(2-fluorophenyl)pyridine-2-carbonitrile

2-Cyanopyridine

3-chloro-2-cyanopyridine