4-Chloro-2,6-dimethyl-3-nitropyridine

Base Information

• Chemical Name: 4-Chloro-2,6-dimethyl-3-nitropyridine
• CAS No.: 15513-48-1
• Molecular Formula: C7H7ClN2O2
• Molecular Weight: 186.598
• Hs Code.: 2933399090
• European Community (EC) Number: 687-939-5
• DSSTox Substance ID: DTXSID30443688
• Wikidata: Q72449538
• Mol file: 15513-48-1.mol

Synonyms:4-Chloro-2,6-dimethyl-3-nitropyridine;15513-48-1;Pyridine, 4-chloro-2,6-dimethyl-3-nitro-;4-chloro-2,6-dimethyl-3-nitro-pyridine;MFCD08543468;4-Chloro-3-nitro-2,6-lutidine;SCHEMBL1625586;AMY3019;DTXSID30443688;PSBGFLWVQDGETK-UHFFFAOYSA-N;AKOS005259646;CS-W016873;PS-6114;SB33887;4-Chloro-3-nitro-2,6-dimethylpyridine;4-chloranyl-2,6-dimethyl-3-nitro-pyridine;C3146;FT-0660397;EN300-306663;A809612;4-Chloro-2,6-dimethyl-3-nitropyridine, AldrichCPR;W-205781

Chemical Property of 4-Chloro-2,6-dimethyl-3-nitropyridine

Chemical Property:

• Melting Point: 70-73℃
• Boiling Point: 270.291 °C at 760 mmHg
• PKA: 2.60±0.10(Predicted)
• Flash Point: 117.268 °C
• PSA: 58.71000
• Density: 1.342 g/cm³
• LogP: 2.78320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 186.0196052
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2,6-dimethyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=N1)C)[N+](=O)[O-])Cl
• Uses: 2,?4,?6-?Trichloro-?3-?nitropyridine is a reagent in the synthesis of Imigliptin, a DPP-4 inhibitor used in the treatment of type 2 diabetes.

Technology Process of 4-Chloro-2,6-dimethyl-3-nitropyridine

There total 7 articles about 4-Chloro-2,6-dimethyl-3-nitropyridine 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%

2,6-dimethyl-4-hydroxy-3-nitropyridine (13603-45-7) → 4-chloro-2,6-dimethyl-3-nitropyridine (15513-48-1)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; toluene; at 110 ℃; for 7h;

DOI:10.1021/jm0009383

Reference yield: 65.0%

2,6-dimethyl-3-nitro-4(1H)-pyridone (122957-45-3,13603-45-7) → 4-chloro-2,6-dimethyl-3-nitropyridine (15513-48-1)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 10h;

DOI:10.1021/jm980399q

Reference yield:

sodium hydrogencarbonate (144-55-8) + 2,6-dimethyl-3-nitro-4(1H)-pyridone (122957-45-3,13603-45-7) → 4-chloro-2,6-dimethyl-3-nitropyridine (15513-48-1)

Guidance literature:

With trichlorophosphate; In dichloromethane;

upstream raw materials:

2,6-dimethyl-3-nitro-4(1H)-pyridone

2,6-dimethyl-4-hydroxy-3-nitropyridine

2,6-dimethylpyrone

2,6-dimethyl-1H-pyridin-4-one

Downstream raw materials:

4-iodo-2,6-dimethyl-3-nitropyridine

4-[N-(4-cyanophenyl)amino]-2,6-dimethyl-3-nitropyridine

2,6-dimethyl-4-(4-fluorophenylamino)-3-nitropyridine

CJ-023423

Refernces

• 1、 Almansa,De Arriba,Cavalcanti,Gómez,Miralles,Merlos,García-Rafanell,Forn. "Synthesis and SAR of a new series of COX-2-selective inhibitors: Pyrazolo[1,5-α]pyrimidines". . p. 350 - 361. Retrieved 2007/10/03.
• 2、 -. "4-Aryl-5-carbamoyl-1,4-dihydropyridines". . . Retrieved 2008/06/13.