Chemical Products 2-Bromo-5-fluoropyridine Production Methods

Chemical Products 2-Bromo-5-fluoropyridine Description
Light yellow Cryst

Chemical Products 2-Bromo-5-fluoropyridine Basic Attributes
CAS No:41404-58-4

Molecular Formula :C5H3BrFN

Molecular Mass :175.99

Exact Mass :174.943283

PSA :12.9 A^2

LogP :2

EINECS :1533716-785-6

InChIKeys :UODINHBLNPPDPD-UHFFFAOYSA-N

H-bond Acceptor :2

H-bond Donor :0

SP3 :0.00

RBN :0

Chemical Products 2-Bromo-5-fluoropyridine Characteristics
Appearance :Colorless to slightly yellow Liquid

Density :1.7±0.1 g/cm3

Melting Point :30-31 °C(lit.)

Bolling Point :80-83 °C44 mm Hg(lit.)

Flash Point :167 °F

Refractive Index :1.5396

Storage Condition :StoreCold

BRN :1561456

Chemical Products 2-Bromo-5-fluoropyridine Safety Information
Packing Group :III

Hazard Class :6.1

HS Code :2933399090

UN No. :2811

WGK_Germany :3

Risk Code :36/37/38-20/21/22-10

Safety Instructions :26-36-16

Dangerous Mark :Xi,Xn,F

P Code :P261-P305 + P351 + P338

Hazard Statements :H302-H315-H319-H335

Hazard Note :Irritant

Chemical Products 2-Bromo-5-fluoropyridine Product Usage
3-Fluoro-6-bromopyridine is used in the synthesis of mGluR5 antagonist for the treatment of neuropathic pain.

Chemical Products 2-Bromo-5-fluoropyridine Production Methods
2-Bromo-5-fluoro-pyridine; 2-Amino-5-fluoropyridine (6.5 g, 58 mmol) was added in portions to cool (0-5° C.) hydrobromic acid 48percent (28.8 ml, 296 mmol). Bromine (8.9 ml, 174 mmol) and a solution of sodium NaNOTo a 3-neck flask equipped with a dropping ihtmel and thermometer, 48percent BBr (26′.?’ mL) was added, S-Fiooropyridia-Z-aittine (6, 0 g, 0.05 mol) was added, dropwise at 0 °C. Br2 (8*0 mL, 0.16 mol) was then added at 0 ‘C dropwise over 20 mm. The reaction mixture was cooled to -1.0 °C and a solution ofNa O^ (9.3 g, 0.14 mol) in water (30 ml) was added over 1.5 hours, ‘the resulting mixture was stirred for an. additional 30 minutes. A solutio of NaO (20 g, 0.50 mol) in water (30 mL) was added over 30 mirtutes. The reaction mixture was warmed to 5 °C and then extmcted with ether (3* 100 .mL). The combined organic phases were washed with brine, dried over sodium sulfate, filtered, and concentrated. The concentrate was purified by column chromatography over silica gel (hexane/EiOAc::::lG0. i) to afford the title compound as a colorless liquid (3.37 g, 36percent).. 1H ‘NMR (400 MHz, CDC[4) d 8.27 Cd, J 3.0 Hz, ff1). 7.48 (dd, J =8.7, 4.0 Hz, IFi), 735 – 7, 2S (m. I H).

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