3,5-Dichloropyridin-4-amine

Base Information

• Chemical Name: 3,5-Dichloropyridin-4-amine
• CAS No.: 22889-78-7
• Molecular Formula: C5H4Cl2N2
• Molecular Weight: 163.006
• Hs Code.: 29333990
• European Community (EC) Number: 245-304-6
• UNII: F7AS459SFD
• DSSTox Substance ID: DTXSID00177428
• Nikkaji Number: J31.388B
• Wikidata: Q72435784
• Mol file: 22889-78-7.mol

Synonyms:4-ADCP;4-amino-3,5-dichloropyridine

Chemical Property of 3,5-Dichloropyridin-4-amine

Chemical Property:

• Appearance/Colour: white to yellowish crystal
• Vapor Pressure: 0.0212mmHg at 25°C
• Melting Point: 159 °C
• Boiling Point: 250.8 °C at 760 mmHg
• PKA: 1.48±0.10(Predicted)
• Flash Point: 105.5 °C
• PSA: 38.91000
• Density: 1.497 g/cm³
• LogP: 2.55180
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.9751535
• Heavy Atom Count: 9
• Complexity: 89

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3,5-dichloropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C=N1)Cl)N)Cl
• Uses: 4-Amino-3,5-dichloropyridine is a metabolite of the selective phosphodiesterase 4 (PDE4) inhibitor, Roflumilast (R639700).

Technology Process of 3,5-Dichloropyridin-4-amine

There total 13 articles about 3,5-Dichloropyridin-4-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: 92.7%

4-aminopyridine (504-24-5) → 3,5-dichloro-4-aminopyridine (22889-78-7)

Guidance literature:

4-aminopyridine; With hydrogenchloride; dihydrogen peroxide; In water; at 10 - 72 ℃; for 3.25h;

With sodium hydroxide; In water; at 45 ℃; for 0.5h; pH=9 - 10; Reagent/catalyst; Temperature;

Reference yield: 89.7%

3,3,5,5-tetrachloropiperidin-4-one → 3,5-dichloro-4-aminopyridine (22889-78-7)

Guidance literature:

With ammonia; In methanol; at 40 - 45 ℃; for 4h; Autoclave;

Reference yield: 54.0%

3,5-dichloropyridine-4-carbonitrile (153463-65-1) → 3,5-dichloro-4-aminopyridine (22889-78-7)

Guidance literature:

With lithium amide; In ammonia; 0 deg C to RT;

DOI:10.3987/COM-98-8144

upstream raw materials:

4-aminopyridine

4-amino-3-chloropyridine

3,4,5-trichloropyridine

4-amino-3,5-dichloro-pyridine-2-carboxylic acid

Downstream raw materials:

3,5-dichloro-4-hydroxypyridine

1-(6-(3-bromophenyl)-2-ethyl-3-oxo-2,3-dihydropyridazin-4-yl)-3-(3,5-dichloropyridin-4-yl)urea

N₅-(3,5-dichloro-4-pyridyl)-9-(4-fluorobenzyl)-8-methoxy-2,3,4,9-tetrahydro-1H-5-carbazolecarboxamide

5-acetyl-4-((3,5-dichloropyridin-4-yl)amino)-2-ethyl-6-phenylpyridazin-3(2H)-one

Refernces

• 1、 -. "A method for preparing raw material for roflumilast and detection method". Paragraph 0023; 0281-0282. . Retrieved 2018/05/16.
• 2、 Cook, David C.,Jones, Ronald H.,Kabir, Humayun,Lythgoe, David J.,McFarlane, Ian M.,Pemberton, Clive,Thatcher, Alan A.,Thompson, David M.,Walton, John B.. "Process development of the PDE IV inhibitor 3-(cyclopentyloxy)-n-(3,5-dichloropyrid-4-yl)-4-methoxybenzamide". . p. 157 - 168. Retrieved 2013/09/08.