ChemicalBook CAS DataBase List 3-Chloro-5-(trifluoromethyl)pyridine

3-Chloro-5-(trifluoromethyl)pyridine synthesis

3synthesis methods

Product Name:3-Chloro-5-(trifluoromethyl)pyridine
CAS Number:85148-26-1
Molecular formula:C6H3ClF3N
Molecular Weight:181.54

2,3-Dichloro-5-(trifluoromethyl)pyridine

69045-84-7
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$10.00/5g

85148-26-1
202 suppliers
$32.00/1g

Yield: 7%

Reaction Conditions:

with acetic acid;zinc in water at 90; for 1.25 h;

Steps:

7
Add zinc dust (1. 18 g) to a suspension of 2, 3-dichloro-5-trifluoromethyl-pyridine (2. 0 g, 9. 30 mmol) in 80 : 20 water and acetic acid (5 mL) and stir at 90 °C for 1 h. Add more zinc dust (1 g) and stir at 90 °C for an additional 15 min. Cool the reaction mixture to room temperature, filter, and wash with dichloromethane. Carefully concentrate and purify the residue by silica gel chromatography, eluting with 100 : 0 to 0 : 100 hexane : dichloromethane, to obtain the title compound as a volatile oil (0. 120g, 7%). 1H NMR (300 MHz, CDCl3) 8 7. 93 (s, 1 H), 8. 78 (s, 2 H). GC-MS (EI) m/z = 181. 0, 183. 0 [M].

References:

ELI LILLY AND COMPANY WO2005/94822, 2005, A1 Location in patent:Page/Page column 28

80289-91-4 Synthesis