87407-12-3 Usage
Description
3-(Trifluoromethyl)pyridine-2-carboxylic acid is a Picolinic acid (P437220) derivative characterized by the presence of a trifluoromethyl group attached to the pyridine ring and a carboxylic acid functional group. 3-(Trifluoromethyl)pyridine-2-carboxylic acid exhibits unique chemical properties due to the electron-withdrawing nature of the trifluoromethyl group, making it a versatile building block in organic synthesis and a potential candidate for pharmaceutical applications.
Uses
Used in Pharmaceutical Industry:
3-(Trifluoromethyl)pyridine-2-carboxylic acid is used as a key intermediate in the synthesis of oxazine derivatives that function as BACE inhibitors. These inhibitors are crucial for the development of therapeutic agents targeting diabetes and neurological disorders, such as Alzheimer's disease. The trifluoromethyl group in this compound enhances the binding affinity and selectivity of the resulting BACE inhibitors, potentially leading to more effective treatments with fewer side effects.
Synthesis Reference(s)
Tetrahedron, 50, p. 12259, 1994 DOI: 10.1016/S0040-4020(01)89575-2
Check Digit Verification of cas no
The CAS Registry Mumber 87407-12-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,7,4,0 and 7 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 87407-12:
(7*8)+(6*7)+(5*4)+(4*0)+(3*7)+(2*1)+(1*2)=143
143 % 10 = 3
So 87407-12-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H4F3NO2/c8-7(9,10)4-2-1-3-11-5(4)6(12)13/h1-3H,(H,12,13)
87407-12-3Relevant articles and documents
Reactions of trifluoromethylpyridines with alkyllithium reagents. Directing effects of the trifluoromethyl groups
Porwisiak, Jacek,Dmowski, Wojciech
, p. 12259 - 12266 (1994)
Reactions of eight trifluoromethyl substituted pyridines with alkyllithium reagents were examined. 3-Trifluoromethylpyridine, 3,4-, and 3,5-bis(trifluoromethyl)pyridines undergo regioselective lithiation at the 2-position thus providing an easy access to 2-functionalised trifluoromethylpyridines. The reactions of 2-trifluoromethylpyridine, 2,4-, 2,6-bis(trifluoromethyl)-pyridines and 2,4,6-tris(trifluoromethyl)pyridine result exclusively by addition of RLi to the -N=C-bond. 2,5-Bis(trifluoromethylpyridine), depending on the reaction temperature, gives either 2-lithio derivative or an adduct.
