3-Pyridinecarbonitrile,5-methoxy-(9CI)

Base Information

• Chemical Name: 3-Pyridinecarbonitrile,5-methoxy-(9CI)
• CAS No.: 298204-74-7
• Molecular Formula: C7H6 N2 O
• Molecular Weight: 134.14
• Hs Code.: 2933399090
• Mol file: 298204-74-7.mol

Synonyms:5-(Methyloxy)pyridine-3-carbonitrile

Chemical Property of 3-Pyridinecarbonitrile,5-methoxy-(9CI)

Chemical Property:

• Vapor Pressure: 0.042mmHg at 25°C
• Melting Point: 98-100 °C
• Refractive Index: 1.526
• Boiling Point: 238.6oC at 760 mmHg
• PKA: 1.17±0.10(Predicted)
• Flash Point: 98.1oC
• PSA: 45.91000
• Density: 1.16g/cm3
• LogP: 0.96188
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

5-Methoxynicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Pyridinecarbonitrile,5-methoxy-(9CI)

There total 10 articles about 3-Pyridinecarbonitrile,5-methoxy-(9CI) 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: 84.0%

zinc(II) cyanide (557-21-1) + 3-bromo-5-methoxypyridine (50720-12-2) → 5-(methyloxy)pyridine-3-carbonitrile (298204-74-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 - 120 ℃; for 0.333333h; Microwave irradiation;

Reference yield: 82.0%

5-methoxypyridine-3-carboxaldehyde (113118-83-5) → 5-(methyloxy)pyridine-3-carbonitrile (298204-74-7)

Guidance literature:

5-methoxypyridine-3-carboxaldehyde; With hydroxylamine hydrochloride; In methanol; at 25 ℃; for 4h;

With pyridine; methanesulfonyl chloride; at 25 ℃; for 2h;

DOI:10.1021/bi1012518

Reference yield: 69.0%

methanol (67-56-1) + 5-bromopyridine-3-carbonitrile (35590-37-5) → 5-(methyloxy)pyridine-3-carbonitrile (298204-74-7)

Guidance literature:

With t-BuBrettPhos; [(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl)-2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate; caesium carbonate; In 1,4-dioxane; at 50 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/ol401796v

upstream raw materials:

5-methoxynicotinamide

5-methoxypyridine-3-carboxylic acid

methyl 5-hydroxy-3-pyridinecarboxylate

methyl 5-methoxypyridine-3-carboxylate

Downstream raw materials:

3-methoxy-5-[1-[4-(methylsulfonyl)phenyl]-4-(trifluoromethyl)-1H-imidazol-2-yl]pyridine

tert-butyl-(5-methoxypyridin-3-yl)methyl carbamate

5-(3,5-difluorobenzyloxy)-1H-pyrazolo[3,4-b]pyridin-3-amine

2-chloro-5-(3,5-difluorobenzyloxy)nicotinonitrile

Refernces

• 1、 Cheung, Chi Wai,Buchwald, Stephen L.. "Mild and general palladium-catalyzed synthesis of methyl aryl ethers enabled by the use of a palladacycle precatalyst". supporting information. p. 3998 - 4001. Retrieved 2013/09/02.
• 2、 Khanna,Yu,Huff,Weier,Xu,Koszyk,Collins,Cogburn,Isakson,Koboldt,Masferrer,Perkins,Seibert,Veenhuizen,Yuan,Yang,Zhang. "Selective cyclooxygenase-2 inhibitors: Heteroaryl modified 1,2-diarylimidazoles are potent, orally active antiinflammatory agents". . p. 3168 - 3185. Retrieved 2007/10/03.