6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile

Base Information

Chemical Name:6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile
CAS No.:305371-17-9
Molecular Formula:C₉H₄FN₃O
Molecular Weight:189.149
Hs Code.:2933990090
DSSTox Substance ID:DTXSID20595024
Wikidata:Q82489957
Mol file:305371-17-9.mol

Synonyms:305371-17-9;6-FLUORO-4-HYDROXY-1,7-NAPHTHYRIDINE-3-CARBONITRILE;6-fluoro-4-oxo-1H-1,7-naphthyridine-3-carbonitrile;6-Fluoro-4-hydroxy-[1,7]naphthyridine-3-carbonitrile;1,7-Naphthyridine-3-carbonitrile, 6-fluoro-4-hydroxy-;6-fluoro-4-oxo-1,4-dihydro-1,7-naphthyridine-3-carbonitrile;1,7-Naphthyridine-3-carbonitrile,6-fluoro-4-hydroxy-;SCHEMBL6643099;DTXSID20595024;JLRQBXKDCOQSJV-UHFFFAOYSA-N;DB-068309;F52225;A849677;6-fluoro-4-hydroxy-[1.7]naphthyridine-3-carbonitrile

Suppliers and Price of 6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of 6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile

Chemical Property:

PSA：69.54000
LogP:0.93388
XLogP3:0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:0
Exact Mass:189.03383992
Heavy Atom Count:14
Complexity:343

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=C2C(=CN=C1F)NC=C(C2=O)C#N

Technology Process of 6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile

There total 8 articles about 6-Fluoro-4-hydroxy-1,7-naphthyridine-3-carbonitrile 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: 85.0%

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 305371-16-8
[6-fluoro-4-(3-nitrilo-propionyl)-pyridin-3-yl]-carbamic acid, tert-butyl ester

: 305371-17-9
6-fluoro-4-hydroxy-[1.7]naphthyridine-3-carbonitrile

Guidance literature:: With N,N-dimethyl-formamide; In methanol; water; for 1h;

Reference yield: 85.0%

: 305371-16-8
[6-fluoro-4-(3-nitrilo-propionyl)-pyridin-3-yl]-carbamic acid, tert-butyl ester

: 305371-17-9
6-fluoro-4-hydroxy-[1.7]naphthyridine-3-carbonitrile

Guidance literature:: With N,N-dimethyl-formamide dimethyl acetal; In DMF (N,N-dimethyl-formamide); for 1h;

Reference yield:

: 456-24-6
2-Fluoro-5-nitropyridine

: 305371-17-9
6-fluoro-4-hydroxy-[1.7]naphthyridine-3-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / H₂ / Raney Ni / ethyl acetate

2.1: 96 percent / 2-methyl-propan-2-ol / 4 h / 40 °C

3.1: n-BuLi; tetramethylethylenediamine / diethyl ether / -78 °C

3.2: diethyl ether

4.1: methanol; CHCl₃; hexane / 2 h / 0 - 20 °C

5.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

5.2: AcOH / tetrahydrofuran / -78 - 20 °C

6.1: dimethylformamide / 5 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; nickel; In tetrahydrofuran; methanol; diethyl ether; hexane; chloroform; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.01.034