7-Chloro-2,4-bis(trifluoromethyl)-1,8-naphthyridine

Base Information

• Chemical Name: 7-Chloro-2,4-bis(trifluoromethyl)-1,8-naphthyridine
• CAS No.: 106582-41-6
• Molecular Formula: C₁₀H₃ClF₆N₂
• Molecular Weight: 300.591
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10382369
• Wikidata: Q82173698
• Mol file: 106582-41-6.mol

Synonyms:106582-41-6;7-chloro-2,4-bis(trifluoromethyl)-1,8-naphthyridine;7-Chloro-2,4-bis(trifluoromethyl)[1,8]naphthyridine;7-Chloro-2,4-bis(trifluoromethyl)-[1,8]naphthyridine;7-Chloro-2,4-bis-(trifluoromethyl)[1,8]naphthyridine;C10H3ClF6N2;Bionet2_000052;DIMETHYLHEPTYLMALONATE;DTXSID10382369;XLLWATLHAAVGDL-UHFFFAOYSA-N;HMS1364C08;MFCD00140156;AKOS005069156;CS-0325328;FT-0642625;10D-005;A801469;J-519191

Chemical Property of 7-Chloro-2,4-bis(trifluoromethyl)-1,8-naphthyridine

Chemical Property:

• Vapor Pressure: 0.0176mmHg at 25°C
• Melting Point: 92
• Boiling Point: 92°C
• PKA: -2.71±0.30(Predicted)
• Flash Point: 112.6°C
• PSA: 25.78000
• Density: 1.59g/cm³
• LogP: 4.32080
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 299.9888948
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

97% ^*data from raw suppliers

7-Chloro-2,4-bis(trifluoromethyl)[1,8]naphthyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC2=C1C(=CC(=N2)C(F)(F)F)C(F)(F)F)Cl
• Uses: 7-Chloro-2,4-bis(trifluoromethyl)[1,8]naphthyridine is used as a reactant in the preparation of 2-amino-(4-tropinyl)quinolines as CXCR3 antagonists.

Technology Process of 7-Chloro-2,4-bis(trifluoromethyl)-1,8-naphthyridine

There total 4 articles about 7-Chloro-2,4-bis(trifluoromethyl)-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: 91.0%

2-hydroxy-5,7-bis(trifluoromethyl)-1,8-naphthyridine (51420-73-6) → 7-chloro-2,4-di(trifluoromethyl)-1,8-naphthyridine (106582-41-6)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 100 ℃; for 1.5h; Cooling with ice;

DOI:10.1021/ol302963e

Reference yield:

2.6-diaminopyridine (141-86-6) → 7-chloro-2,4-di(trifluoromethyl)-1,8-naphthyridine (106582-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 85percent phosphoric acid / 12 h / 60 °C / sealed tube

2: 1) conc.H₂SO₄, sodium nitrite; 2) water / 1) RT, 12 h; 2) boiling steam bath, 30 min

3: 84 percent / phosphoryl chloride / 1 h / Heating

With phosphoric acid; sulfuric acid; water; sodium nitrite; trichlorophosphate;

DOI:10.1002/jhet.5570230238

Reference yield:

1,1,1,5,5,5-hexafluoroacetylacetone (1522-22-1) → 7-chloro-2,4-di(trifluoromethyl)-1,8-naphthyridine (106582-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 85percent phosphoric acid / 12 h / 60 °C / sealed tube

2: 1) conc.H₂SO₄, sodium nitrite; 2) water / 1) RT, 12 h; 2) boiling steam bath, 30 min

3: 84 percent / phosphoryl chloride / 1 h / Heating

With phosphoric acid; sulfuric acid; water; sodium nitrite; trichlorophosphate;

DOI:10.1002/jhet.5570230238

upstream raw materials:

2-hydroxy-5,7-bis(trifluoromethyl)-1,8-naphthyridine

2.6-diaminopyridine

1,1,1,5,5,5-hexafluoroacetylacetone

7-amino-2,4-bis(trifluoromethyl)-1,8-naphthyridine

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