3-Bromo-8-chloro-1,5-naphthyridine

Base Information

• Chemical Name: 3-Bromo-8-chloro-1,5-naphthyridine
• CAS No.: 97267-61-3
• Molecular Formula: C8H4BrClN2
• Molecular Weight: 243.48776
• Hs Code.: 2933990090
• European Community (EC) Number: 892-652-5
• DSSTox Substance ID: DTXSID60541368
• Wikidata: Q82417725
• Mol file: 97267-61-3.mol

Synonyms:3-BROMO-8-CHLORO-1,5-NAPHTHYRIDINE;97267-61-3;1,5-Naphthyridine, 3-bromo-8-chloro-;7-BROMO-4-CHLORO-1,5-NAPHTHYRIDINE;MFCD11848377;SCHEMBL1932691;DTXSID60541368;SKKJMLNKELECHI-UHFFFAOYSA-N;AMY26112;XDA26761;7-BroMo-4-chloro-1,5-naph...;AKOS025146569;PB26720;AS-33695;SY042378;CS-0051446;EN300-132847;Z1269199435

Chemical Property of 3-Bromo-8-chloro-1,5-naphthyridine

Chemical Property:

• PSA: 25.78000
• LogP: 3.04570
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 241.92464
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-8-chloro-1,5-naphthyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C2C=C(C=NC2=C1Cl)Br

Technology Process of 3-Bromo-8-chloro-1,5-naphthyridine

There total 17 articles about 3-Bromo-8-chloro-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: 93.0%

7-bromo-1,5-naphthyridin-4-ol (97267-60-2) → 7-bromo-4-chloro-1,5-naphthyridine (97267-61-3)

Guidance literature:

With trichlorophosphate; for 2h; Inert atmosphere; Reflux;

DOI:10.1002/cmdc.201300384

Reference yield: 54.0%

3-bromo-1,5-naphthyridine-5-oxide (56247-24-6) → 7-bromo-2-chloro-1,5-naphthyridine (1309774-03-5) + 7-bromo-4-chloro-1,5-naphthyridine (97267-61-3)

Guidance literature:

With trichlorophosphate; In dichloromethane; for 2.5h; Reflux;

DOI:10.1002/cmdc.201300384

Reference yield:

3-bromo-1,5-naphthyridine (17965-71-8) → 7-bromo-2-chloro-1,5-naphthyridine (1309774-03-5) + 7-bromo-4-chloro-1,5-naphthyridine (97267-61-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 0 - 20 °C

2: trichlorophosphate / dichloromethane / 2.5 h / Reflux

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In dichloromethane;

DOI:10.1002/cmdc.201300384

upstream raw materials:

7-bromo-1,5-naphthyridin-4-ol

7-bromo-4-hydroxy-1,5-naphthyridine-3-carboxylic acid

ethyl 7-bromo-4-hydroxy-1,5-naphthyridine-3-carboxylate

3-bromo-1,5-naphthyridine

Downstream raw materials:

5-(7''-bromo-1'',5''-naphthyridin-4''-ylamino)-4'-chloro-3-diethylaminomethylbiphenyl-2-ol

5-(7''-bromo-1'',5''-naphthyridin-4''-ylamino)-4'-chloro-3-(piperidin-1'''-ylmethyl)biphenyl-2-ol

5-(7''-bromo-1'',5''-naphthyridin-4''-ylamino)-4'-chloro-3-(4'''-methylpiperidin-1'''-ylmethyl)biphenyl-2-ol

3-(4''-benzylpiperazin-1''-ylmethyl)-5-(7'''-bromo-1''',5'''-naphthyridin-1'''-ylamino)-4'-chlorobiphenyl-2-ol