8-Bromo-1,7-naphthyridin-6-amine

Base Information

• Chemical Name: 8-Bromo-1,7-naphthyridin-6-amine
• CAS No.: 5912-35-6
• Molecular Formula: C8H6BrN3
• Molecular Weight: 224.06
• Hs Code.: 2933990090
• European Community (EC) Number: 800-165-6
• DSSTox Substance ID: DTXSID50443761
• Nikkaji Number: J1.676.690I
• Wikidata: Q72448359
• Mol file: 5912-35-6.mol

Synonyms:8-bromo-1,7-naphthyridin-6-amine;5912-35-6;6-Amino-8-bromo-1,7-naphthyridine;8-Bromo-[1,7]naphthyridin-6-ylamine;SCHEMBL1545191;DTXSID50443761;VJKKBVMEHDGRAZ-UHFFFAOYSA-N;8-Bromo-1,7-naphthyridine-6-amine;MFCD09702034;AKOS015834954;BH-0712;AM807545;CS-0097955;FT-0768732;EN300-220254;J-519377

Chemical Property of 8-Bromo-1,7-naphthyridin-6-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 181 °C
• Boiling Point: 407.187°C at 760 mmHg
• PKA: 3.92±0.30(Predicted)
• Flash Point: 200.06°C
• PSA: 51.80000
• Density: 1.744g/cm³
• LogP: 2.55570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 222.97451
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

6-Amino-8-bromo-1,7-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=NC(=C2N=C1)Br)N

Technology Process of 8-Bromo-1,7-naphthyridin-6-amine

There total 6 articles about 8-Bromo-1,7-naphthyridin-6-amine 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: 74.0%

2-cyano-pyridin-3-yl-acetonitrile (5912-34-5) → 8-bromo-[1,7]naphthyridin-6-ylamine (5912-35-6)

Guidance literature:

With hydrogen bromide; In acetic acid; at 25 ℃; for 1h;

DOI:10.1021/jm991094u

Reference yield:

3-(cyanomethyl)pyridine 1-oxide (6635-88-7) → 8-bromo-[1,7]naphthyridin-6-ylamine (5912-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / dimethylcarbamyl chloride / toluene / 20 h / 60 °C

2: 74 percent / HBr / acetic acid / 1 h / 25 °C

With hydrogen bromide; N,N-Dimethylcarbamoyl chloride; In acetic acid; toluene; 1: Cyanation / 2: Cyclization;

DOI:10.1021/jm991094u

Reference yield:

3-pyridinylacetonitrile (6443-85-2) → 8-bromo-[1,7]naphthyridin-6-ylamine (5912-35-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide; acetic acid / 2 h / 100 °C

2: N,N-Dimethylcarbamoyl chloride / toluene / 1.5 h / 80 °C

3: hydrogen bromide; acetic acid / 1 h / 30 - 35 °C

With hydrogen bromide; dihydrogen peroxide; acetic acid; N,N-Dimethylcarbamoyl chloride; In toluene;

DOI:10.1021/op100124x

upstream raw materials:

2-cyano-pyridin-3-yl-acetonitrile

3-(cyanomethyl)pyridine 1-oxide

3-pyridinylacetonitrile

2-cyano-3-methylpyridine

Downstream raw materials:

8-(3-chlorophenyl)-[1,7]naphthyridin-6-ylamine

6-amino-8-(3-nitrophenyl)-1,7-naphthyridine

3-(6-amino-[1,7]naphthyridin-8-yl)benzonitrile

6-amino-8-morpholino-1,7-naphthyridine