6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE Chemical Properties

Melting point:

52-56 °C

Boiling point:

72 °C

Density 

1.369±0.06 g/cm3(Predicted)

Flash point:

93 °C

storage temp. 

2-8°C

solubility 

soluble in Methanol

pka

-1.25±0.22(Predicted)

form 

Solid

color 

White to Almost white

Sensitive 

Air Sensitive

InChI

InChI=1S/C7H4F3NO/c8-7(9,10)6-2-1-5(4-12)3-11-6/h1-4H

InChIKey

MRPAGRCGPAXOGS-UHFFFAOYSA-N

SMILES

C1=NC(C(F)(F)F)=CC=C1C=O

CAS DataBase Reference

386704-12-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-43-25

Safety Statements 

26-36/37/39-36/37-28

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933399990

6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE Usage And Synthesis

Uses

6-(Trifluoromethyl)pyridine-3-carboxaldehyde is a reagent in the preparation of piperidine derivatives as possible Alzheimer’s treatment agents.

Synthesis

General procedure for the synthesis of 6-(trifluoromethyl)pyridine-3-carboxaldehyde from 6-(trifluoromethyl)-3-pyridine methanol: Intermediate 174: 6-(Trifluoromethyl)nicotine derivative; 800 mg of 6-(trifluoromethyl)pyridin-3-yl)methanol (Intermediate 173, 4.52 mmol) was dissolved in 50 mL of dichloromethane (DCM) and cooled to 0°C. To this solution was added 2 g of manganese dioxide (MnO2, 23 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the insoluble material was removed by filtration and the filtrate was concentrated at room temperature to give 750 mg (95% yield) of 6-trifluoromethylpyridine-3-carbaldehyde as a white solid. The product was characterized by 1H-NMR (CDCl3): δ 7.88-7.90 (1H, d), 8.36-8.38 (1H, d), 9.20 (1H, s), 10.22 (1H, s); TLC (DCM/MeOH 10:1) showed Rf = 0.9.

References

[1] Patent: WO2008/148853, 2008, A1. Location in patent: Page/Page column 182
[2] Patent: US2009/239905, 2009, A1. Location in patent: Page/Page column 14
[3] Patent: WO2007/110667, 2007, A1. Location in patent: Page/Page column 27

6-(TRIFLUOROMETHYL)PYRIDINE-3-CARBOXALDEHYDE(386704-12-7)Related Product Information

• 6-(Trifluoromethyl)-1-indanone
• 6-(TRIFLUOROMETHYL)PYRIDINE-3-METHANOL
• [6-(trifluoromethoxy)pyridin-2-yl]methanamine
• [6-(trifluoromethoxy)pyridin-3-yl]methanamine
• 2-(Trifluoromethyl)pyridine-3-carBoxaldehyde
• 2-CHLORO-5-(TRIFLUOROMETHYL)-PYRIDINE-4-CARBOXALDEHYDE
• 3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE-2-CARBOXALDEHYDE,Chloro-5-(trifluoromethyl)pyridine-2-carboxaldehyde
• 2-(TRIFLUOROMETHYL)-PYRIDINE-4-CARBOXALDEHYDE
• 3-(Trifluoromethyl)pyridine-2-carboxaldehyde
• 5-OXO-2-(TRIFLUOROMETHYL)-N-[3-(TRIFLUOROMETHYL)BENZYL]-5H-CHROMENO[2,3-B]PYRIDINE-3-CARBOXAMIDE
• 6-HYDROXY-5-(2-HYDROXYBENZOYL)-2-(TRIFLUOROMETHYL)NICOTINIC ACID
• N-BENZYL-5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDINE-3-CARBOXAMIDE
• N-METHOXY-N-METHYL-N'-[5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDIN-3-YL]UREA
• N-(2,6-DIMETHYLPHENYL)-5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDINE-3-CARBOXAMIDE
• N-(2,4-DIFLUOROPHENYL)-5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDINE-3-CARBOXAMIDE
• N,N-DIMETHYL-N'-[5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDIN-3-YL]UREA
• N-(4-CHLOROBENZYL)-5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDINE-3-CARBOXAMIDE
• METHYL N-[5-OXO-2-(TRIFLUOROMETHYL)-5H-CHROMENO[2,3-B]PYRIDIN-3-YL]CARBAMATE