1-Bromo-2,7-naphthyridine

Base Information

• Chemical Name: 1-Bromo-2,7-naphthyridine
• CAS No.: 86278-61-7
• Molecular Formula: C₈H₅BrN₂
• Molecular Weight: 209.045
• European Community (EC) Number: 851-974-6
• DSSTox Substance ID: DTXSID20517625
• Wikidata: Q82379749
• Mol file: 86278-61-7.mol

Synonyms:1-Bromo-2,7-naphthyridine;86278-61-7;MFCD12401003;SCHEMBL3828295;DTXSID20517625;AKOS016001559;AT12765;AS-81792;SY348211;EN300-1223180;A863253;F2147-5256

Chemical Property of 1-Bromo-2,7-naphthyridine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 351.4±22.0 °C(Predicted)
• PKA: 2.48±0.30(Predicted)
• Density: 1.656±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• 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:

97% ^*data from raw suppliers

1-Bromo-2,7-naphthyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=CC2=C1C=CN=C2Br
• Uses: 1-Bromo-2,7-naphthyridine is used as a reactant in the preparation of sampangine and ascididemin A-ring analogs and isomers via Suzuki or Negishi cross-coupling and (tetramethylpiperidinyl)magnesium chloride-LiCl-mediated metalation and ring closure.

Technology Process of 1-Bromo-2,7-naphthyridine

There total 4 articles about 1-Bromo-2,7-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: 69.0%

2,7-naphthyridinyl-1(2H)-one (67988-50-5) → 1-bromo-2,7-naphthyridine (86278-61-7)

Guidance literature:

With phosphorus(V) oxybromide; In acetonitrile; at 80 ℃; for 1h;

Reference yield: 57.0%

4-[2-pyrrolidin-1-ylvinyl]nicotinonitrile (950746-11-9) → 1-bromo-2,7-naphthyridine (86278-61-7)

Guidance literature:

With hydrogen bromide; In dichloromethane; at -5 - 20 ℃; for 5h; Product distribution / selectivity;

Reference yield:

3-cyano-4-methylpyridine (5444-01-9) → 1-bromo-2,7-naphthyridine (86278-61-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 110 °C

2: sulfuric acid / 100 °C

3: phosphorus(V) oxybromide / acetonitrile / 80 °C

With sulfuric acid; phosphorus(V) oxybromide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.dyepig.2020.108702

upstream raw materials:

2,7-naphthyridinyl-1(2H)-one

4-[2-pyrrolidin-1-ylvinyl]nicotinonitrile

3-cyano-4-methylpyridine

4-(2-dimethylamino-vinyl)-nicotinonitrile