2-BROMO-6-FLUOROPYRIDINE

Base Information

• Chemical Name: 2-BROMO-6-FLUOROPYRIDINE
• CAS No.: 144100-07-2
• Molecular Formula: C5H3BrFN
• Molecular Weight: 175.988
• Hs Code.: 29333990
• Mol file: 144100-07-2.mol

Synonyms:2-Fluoro-6-bromopyridine;

Chemical Property of 2-BROMO-6-FLUOROPYRIDINE

Chemical Property:

• Melting Point: 30-32 °C
• Refractive Index: 1.532
• Boiling Point: 200.2 °C at 760 mmHg
• PKA: -4.87±0.10(Predicted)
• Flash Point: 74.9 °C
• PSA: 12.89000
• Density: 1.707 g/cm³
• LogP: 1.98320
• Storage Temp.: Room temperature.

Purity/Quality:

98%, ^*data from raw suppliers

2-Bromo-6-fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn,F
• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-20/21/22-10-41-37/38-22
• Safety Statements: 26-36/37/39-36-16-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Composition and Structure: 2-Bromo-6-fluoropyridine is a heterocyclic compound which contains a pyridine ring substituted with bromine and fluorine atoms.
• Uses and Mechanism of Action: Employed in synthetic organic chemistry as a building block for various pharmaceuticals, agrochemicals, and materials.; ; Serves as a key intermediate in the synthesis of selective CDK9 inhibitor NVP-2, which shows potent antitumor activity in preclinical studies.; ; Utilized in synthetic routes involving Suzuki–Miyaura cross-coupling reactions and other chemical transformations to generate target compounds.

Technology Process of 2-BROMO-6-FLUOROPYRIDINE

There total 6 articles about 2-BROMO-6-FLUOROPYRIDINE 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: 95.0%

2-bromo-6-nitro-pyridine (21203-78-1) → 2-bromo-6-fluoropyridine (144100-07-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In dimethyl sulfoxide; at 25 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Anhydrous conditions;

DOI:10.1016/j.tetlet.2010.02.042

Reference yield: 78.0%

2,6-Dibromopyridine (626-05-1) + 1-butyl-3-methyl-3H-imidazol-1-ium fluoride → 2-bromo-6-fluoropyridine (144100-07-2)

Guidance literature:

In acetonitrile; at 80 ℃; for 3h; Heating / reflux;

Reference yield: 30.0%

2-bromo-pyridine (109-04-6) → 2-fluoropyridine (372-48-5) + 2-bromo-6-fluoropyridine (144100-07-2)

Guidance literature:

With iodine; fluorine; triethylamine; In 1,1,2-Trichloro-1,2,2-trifluoroethane; at 0 ℃;

DOI:10.1039/a809838g

upstream raw materials:

2-bromo-pyridine

2,6-Dibromopyridine

2-bromo-6-nitro-pyridine

Downstream raw materials:

(6-fluoropyridin-2-yl)boronic acid

4-(6-fluoropyridin-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

2-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

6-fluoro-2,3'-bipyridin-6'-amine

Refernces

• 1、 Fier, Patrick S.,Hartwig, John F.. "Selective C-H fluorination of pyridines and diazines inspired by a classic amination reaction". . p. 956 - 960. Retrieved 2013/12/04.
• 2、 -. "FLUORINATING AGENT AND METHOD FOR PRODUCING FLUORINE-CONTAINING COMPOUND USING SAME". Page/Page column 13. . Retrieved 2008/06/13.