2-AMINO-5-FLUORO-4-PICOLINE

Base Information

• Chemical Name: 2-AMINO-5-FLUORO-4-PICOLINE
• CAS No.: 301222-66-2
• Molecular Formula: C6H7FN2
• Molecular Weight: 126.133
• Hs Code.: 2933399090
• Mol file: 301222-66-2.mol

Synonyms:2-Amino-5-fluoro-4-methylpyridine;

Chemical Property of 2-AMINO-5-FLUORO-4-PICOLINE

Chemical Property:

• Vapor Pressure: 0.12mmHg at 25°C
• Melting Point: 145.0 to 149.0 °C
• Refractive Index: 1.546
• Boiling Point: 219.271 °C at 760 mmHg
• PKA: 5.24±0.24(Predicted)
• Flash Point: 86.412 °C
• PSA: 38.91000
• Density: 1.196 g/cm³
• LogP: 1.69250
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-5-fluoro-4-picoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-5-FLUORO-4-PICOLINE

There total 8 articles about 2-AMINO-5-FLUORO-4-PICOLINE 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: 66.0%

di-tert-butyl dicarbonate (24424-99-5) → 2-amino-5-fluoro-4-methylpyridine (301222-66-2) + tert-butyl N-(5-fluoro-4-methyl-pyridin-2-yl)carbamate (475060-22-1)

Guidance literature:

In tetrahydrofuran; tert-butyl alcohol;

Reference yield: 58.0%

2-Amino-4-methylpyridine (695-34-1) → 3-fluoro-4-methylpyridin-2-amine (1003710-35-7) + 2-amino-5-fluoro-4-methylpyridine (301222-66-2)

Guidance literature:

With Selectfluor; In chloroform; water; at 15 ℃; for 24h; regioselective reaction; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.8b02003

Reference yield:

2-amino-5-nitro-4-picoline (21901-40-6) → 2-amino-5-fluoro-4-methylpyridine (301222-66-2)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C

2: NaNO₂; HBF₄

3: 47 percent / toluene / Heating

4: HCl / ethanol

With hydrogenchloride; tetrafluoroboric acid; hydrogen; sodium nitrite; palladium on activated charcoal; In ethanol; toluene; 4: Schiemann reaction;

DOI:10.1016/j.bmcl.2004.03.007

upstream raw materials:

N₁-(5-fluoro-4-methyl-pyridin-2-yl)acetamide

2-amino-5-nitro-4-picoline

N₁-(5-amino-4-methyl-pyridin-2-yl)acetamide

N-(4-methyl-5-nitropyridin-2-yl) acetamide

Downstream raw materials:

6-bromo-N-(5-fluoro-4-methylpyridine-2-yl)-4-methylpyridine-2-amine

C₂₁H₂₀FN₅O₄

Refernces

• 1、 Nakayama, Kiyoshi,Kuru, Noriko,Ohtsuka, Masami,Yokomizo, Yoshihiro,Sakamoto, Atsunobu,Kawato, Haruko,Yoshida, Ken-Ichi,Ohta, Toshiharu,Hoshino, Kazuki,Akimoto, Katsuya,Itoh, Junko,Ishida, Hiroko,Cho, Aesop,Palme, Monica H.,Zhang, Jason Z.,Lee, Ving J.,Watkins, William J.. "MexAB-OprM specific efflux pump inhibitors in Pseudomonas aeruginosa. Part 4: Addressing the problem of poor stability due to photoisomerization of an acrylic acid moiety". . p. 2493 - 2497. Retrieved 2007/10/03.