4-Chloro-5-methyl-2-pyridinecarboxylic acid

To a solution of Acetic acid 4-chloro-5-methyl-pyridin-2-ylmethyl ester (1Og, 63 mmol) in acetone (80 mljjs added potassium permanganate (13g, 82 mmol) in water (500 ml) at 0-5 A. Preparation of 4-Chloro-N-(6-(4-cyclopropyl-4H-1, 2, 4-triazol-3-yl)pyridin-2-yl)-5-methylpicolinamide A solution of To a solution of Acetic acid 4-chloro-5-methyl-pyridin-2-ylmethyl ester (1Og, 63 mmol) in acetone (80 mljjs added potassium permanganate (13g, 82 mmol) in water (500 ml) at 0-5 0C for 40 minutes. The reaction is heated to 55 0C for 1 hour. The reaction mixture is filtered through Celite and the filtrate is concentrated under reduced pressure. The aqueous layer is acidified with 2M aqueous HCl to pH-2 to 3. The aqueous layer is extracted with 10% methanol in dichloromethane (3x 100ml). The combined organic layer is collected, dried (Na2SO4), filtered, and evaporated in vacuo. Crystallization of the residue from dichloromethane + diethyl ether + hexanes gives product 5g, 46%, LC/MS ESI m/z (M+H)+ = 172.2.

Molecular Weight:171.58
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:171.0087061
Monoisotopic Mass:171.0087061
Topological Polar Surface Area:50.2
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes