4-Bromo-1,8-naphthyridine

Base Information

• Chemical Name: 4-Bromo-1,8-naphthyridine
• CAS No.: 54569-28-7
• Molecular Formula: C8H5BrN2
• Molecular Weight: 209.045
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30497525
• Wikidata: Q72448361
• Mol file: 54569-28-7.mol

Synonyms:4-Bromo-1,8-naphthyridine;54569-28-7;4-Bromo-[1,8]naphthyridine;4-bromanyl-1,8-naphthyridine;1,8-Naphthyridine, 4-bromo-;HH8;SCHEMBL1907362;DTXSID30497525;QYXNSNJTMIEAPG-UHFFFAOYSA-N;AMY38545;MFCD11520860;AKOS005136196;AB64248;AS-33181;A7921;CS-0055002;FT-0648624;J-514526

Chemical Property of 4-Bromo-1,8-naphthyridine

Chemical Property:

• Boiling Point: 141.9 °C
• PKA: 2.63±0.30(Predicted)
• Flash Point: 311 °C at 760 mmHg
• PSA: 25.78000
• Density: 1.656 g/cm³
• LogP: 2.39230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 207.96361
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-1,8-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2N=C1)Br

Technology Process of 4-Bromo-1,8-naphthyridine

There total 7 articles about 4-Bromo-1,8-naphthyridine 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:

2,4-dibromo-1,8-naphthyridine (54569-27-6) → 4-bromo-[1,8]naphthyridine (54569-28-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 3h;

Reference yield:

1H-[1,8]naphthyridin-4-one (54569-29-8) → 4-bromo-[1,8]naphthyridine (54569-28-7)

Guidance literature:

With phosphorus(V) oxybromide; at 140 - 150 ℃; for 0.75h;

Reference yield:

5-Hydroxy-[1,8]naphthyridine-2,6-dicarboxylic acid (91870-09-6) → 4-bromo-[1,8]naphthyridine (54569-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 4.0 g / quinoline / 8 h / Heating

2: 3.3 g / phosphoryl bromide / 0.75 h / 140 - 150 °C

With phosphorus(V) oxybromide; In quinoline;

upstream raw materials:

1H-[1,8]naphthyridin-4-one

5-Hydroxy-[1,8]naphthyridine-2,6-dicarboxylic acid

6-ethoxycarbonyl-5-hydroxy-1,8-naphthyridine-2-carboxylic acid

ethyl 4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylate

Downstream raw materials:

2-diethylaminomethyl-4-(1',8'-naphthyridin-4'-ylamino)phenol

Refernces

• 1、 Barlin, Gordon B.,Tan, Weng-Lai. "Potential Antimalarials. I. 1,8-Naphthyridines". . p. 1065 - 1073. Retrieved 2007/10/02.