8-Bromo-2-methoxy-1,5-naphthyridine

Base Information

• Chemical Name: 8-Bromo-2-methoxy-1,5-naphthyridine
• CAS No.: 881658-92-0
• Molecular Formula: C9H7 Br N2 O
• Molecular Weight: 239.071
• Hs Code.: 2933990090
• European Community (EC) Number: 696-486-2
• DSSTox Substance ID: DTXSID30697846
• Nikkaji Number: J2.824.605F
• Wikidata: Q72447559
• Mol file: 881658-92-0.mol

Synonyms:8-BROMO-2-METHOXY-1,5-NAPHTHYRIDINE;881658-92-0;MFCD09027616;1,5-Naphthyridine, 8-bromo-2-methoxy-;SCHEMBL592797;DTXSID30697846;HPQMRRPAOIGXFW-UHFFFAOYSA-N;BCP32873;ZB1211;2-Methoxy-8-bromo-1,5-naphthyridine;AKOS015996841;CS-W022558;SS-4403;8-Bromo-2-methoxy-[1,5]naphthyridine;8-Bromo-2-methyloxy-1,5-naphthyridine;SY111262;8-Bromo-2-(methyloxy)-1,5-naphthyridine;FT-0735010;EN300-623931;A842488

Chemical Property of 8-Bromo-2-methoxy-1,5-naphthyridine

Chemical Property:

• Boiling Point: 324.8±37.0 °C(Predicted)
• PKA: 1.39±0.10(Predicted)
• PSA: 35.01000
• Density: 1.591±0.06 g/cm3(Predicted)
• LogP: 2.40090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.97418
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98% ^*data from raw suppliers

8-Bromo-2-methoxy-1,5-naphthyridine >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC2=C(C=CN=C2C=C1)Br

Technology Process of 8-Bromo-2-methoxy-1,5-naphthyridine

There total 4 articles about 8-Bromo-2-methoxy-1,5-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: 90.0%

6-methoxy-1,5-naphthyridin-4-ol (23443-25-6) → 8-bromo-2-methoxy-1,5-naphthyridine (881658-92-0)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

Reference yield: 87.0%

6-methoxy-1,5-naphthyridin-4(1H)-one (23443-25-6,443955-22-4) → 8-bromo-2-methoxy-1,5-naphthyridine (881658-92-0)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1021/acs.jmedchem.8b00648

Reference yield:

6-methoxy-pyridin-3-ylamine (6628-77-9) → 8-bromo-2-methoxy-1,5-naphthyridine (881658-92-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol / 2 h / 105 °C

1.2: 12 h / 105 °C

2.1: biphenyl; diphenylether / 220 °C

3.1: phosphorus tribromide / N,N-dimethyl-formamide / 1 h / 0 °C

With diphenylether; biphenyl; phosphorus tribromide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.8b00648

upstream raw materials:

6-methoxy-1,5-naphthyridin-4-ol

6-methoxy-1,5-naphthyridin-4(1H)-one

6-methoxy-pyridin-3-ylamine

5-[[(6-methoxypyridin-3-yl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

Downstream raw materials:

2,8-dibromo-1,5-naphthyridine

Refernces

• 1、 -. "NITROGEN-CONTAINING HETEROCYCLIC COMPOUND OR SALT THEREOF". Paragraph 0459; 0460; 0461. . Retrieved 2015/11/30.
• 2、 -. "8-SUBSTITUTED QUINOLINES AND RELATED ANALOGS AS SIRTUIN MODULATORS". Page/Page column 125. . Retrieved 2010/09/18.