2-Amino-6-methoxypyridine

Base Information

• Chemical Name: 2-Amino-6-methoxypyridine
• CAS No.: 17920-35-3
• Molecular Formula: C6H8N2O
• Molecular Weight: 124.142
• Hs Code.: 2933399090
• Mol file: 17920-35-3.mol

Synonyms:Pyridine,2-amino-6-methoxy- (8CI);6-Methoxy-2-pyridinamine;

Chemical Property of 2-Amino-6-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.0694mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 229.5 °C at 760 mmHg
• PKA: 4.62±0.24(Predicted)
• Flash Point: 92.6 °C
• PSA: 48.14000
• Density: 1.139 g/cm³
• LogP: 1.25360
• Storage Temp.: 0-10°C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

6-Methoxy-2-pyridinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: It's an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of 2-Amino-6-methoxypyridine

There total 10 articles about 2-Amino-6-methoxypyridine 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: 94.0%

6-bromo-2-methoxypyridine (40473-07-2) → 2-amino-6-methoxypyridine (17920-35-3)

Guidance literature:

With copper(I) oxide; potassium carbonate; ammonium hydroxide; N,N-dimethylethylenediamine; In ethylene glycol; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1039/b916569j

Reference yield: 91.0%

6-chloro-2-methoxypyridine (17228-64-7) → 2-amino-6-methoxypyridine (17920-35-3)

Guidance literature:

With [Pd(tBuBrettPhos)(allyl)](OTf); ammonia; sodium t-butanolate; In 1,4-dioxane; at 30 ℃; for 4h; Autoclave;

DOI:10.1002/chem.201902147

Reference yield: 61.0%

6-Methoxy-N-methyl-2-pyridinamine (88569-83-9) → 2-amino-6-methoxypyridine (17920-35-3)

Guidance literature:

With piperidine; dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; In acetonitrile; at -78 ℃; for 72h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202100051

upstream raw materials:

2-Amino-6-bromopyridine

6-chloropyridin-2-amine

sodium methylate

6-bromo-2-methoxypyridine

Downstream raw materials:

(Z)-3-(6-Methoxy-pyridin-2-ylamino)-2-nitro-acrylic acid ethyl ester

6-methoxy-3-nitropyridin-2-amine

6-methoxy-2-methyl-3-methylsulfanyl-1H-pyrrolo[2,3-b]pyridine

C₁₂H₉ClN₄O

Refernces

• 1、 Bourriquen, Florian,Bruneau-Voisine, Antoine,Jeandin, Aliénor,Stihle, Etienne,Fantasia, Serena. "Streamlined Synthesis of Diaminopyridines by Pd-Catalyzed Ammonia Coupling with Deactivated Amino-Chloropyridines". supporting information. p. 9006 - 9011. Retrieved 2019/06/24.
• 2、 Zhou, Zhe,Ma, Zhiwei,Behnke, Nicole Erin,Gao, Hongyin,Kürti, László. "Non-deprotonative primary and secondary amination of (hetero)arylmetals". supporting information. p. 115 - 118. Retrieved 2017/05/16.