1,5-Dimethyl-1H-pyrazole-3-carboxylic acid

White solid

b) Preparation of 1, 5-Dimethyl Pyrazole 3-Carboxylic Acid To 9.8 g (58.3 mmoles) of the ethyl ester of 1, 5-dimethyl pyrazole 3-carboxylic acid are added 50 ml of ethanol and 2.3 g (58.3 mmoles) of sodium hydroxide in 19.5 ml of water. 6.15 g of 1, 5-dimethyl pyrazole 3-carboxylic acid are obtained in the form of colorless crystals (yield: 75.4%). M.p.=175 C.b) preparation of 1, 5-dimethyl pyrazole 3-carboxylic acid. To 9.8 g (58.3 mmoles) of the ethyl ester of 1, 5-dimethyl pyrazole 3-carboxylic acid are added 50 ml of ethanol and 2.3 g (58.3 mmoles) of sodium hydroxide in 19.5 ml of water. 6.15 g of 1, 5-dimethyl pyrazole 3-carboxylic acid are obtained in the form of colorless crystals (yield: 75.4%). M.p.=175 C.Theta442] To a 4 mL scintillation vial equipped with a stir bar was charged 1, 5-dimethyl-lH- pyrazole-3-carboxylic acid (23.4 mg, 0.167 rnmol), DMF (0.5 mL), HATU (66.4 mg, 0.174 mmol) and DIPEA (0.08 mL, 0.455 mmol). The mixture was stirred for 5 minutes at ambient temperature and then a solution of 3-amino-4-(4-(2, 4-difluorophenoxy)piperidin-l- yljbenzonitrile (50 mg, 0.152 mmol) in DMF (0, 5 mL) was added in a single portion. The reaction mixture was stirred at 70C overnight, then cooled to ambient temperature, and diluted with water (2 mL). The mixture was sonicated and stirred until a residue was observed around the inside of the vessel. The liquids were decanted, leaving an oily residue to which was added MeOH (~1 mL). The mixture was heated until it became a translucent solution and was then sonicated and stirred at ambient temperature until a precipitate was observed. The material was filtered and the solids were washed with minimal MeOH, collected, and dried under vacuum to -MS m/z [M+H]'1' 452.3.A BMes2-functionalized phenyl-triazole ligand (O.I Ommol) and [PtMe2(u-SMe2)]2 (0.032g, 0.055mmol) were added to a 20mL screw-cap vial with acetone (5mL). The resulting mixture was heated to and maintained at 75oC for 2 hours. Then, 0.1 M solution of the 1 , 5-dimethyl-1 H-pyrazole-3-carboxylic acid in methanol (2mL) was added. The resulting solution was stirred overnight. A precipitated solid was collected on a filter paper and washed with methanol, hexane and acetone (3 chi 5 mL each) and dried in air.

Molecular Weight:140.14
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:140.058577502
Monoisotopic Mass:140.058577502
Topological Polar Surface Area:55.1
Heavy Atom Count:10
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes