1H-Pyrazole-4-carboxylicacid,5-amino-1-methyl-(9CI)

To a stirred solution of Step 3 intermediate (800 mg, 5.666 mmol) in dry DMF (8 ml), 2-bromo- l-(2-chlorophenyl)ethanone (1.32 g, 5.666 mmol) was added followed by potassium fluoride (500 mg, 8.499 mmol) at room temperature and the resultant reaction mixture was stirred overnight. The mixture was quenched with water (75 mL) and ethyl acetate (30 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with water (2 x 100 mL) and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue obtained was purified by flash silica gel column chromatography to afford 912 mg of the desired product as a solid. lH NMR (300 MHz, DMSO-d6): delta 3.54 (s, 3H), 5.31 (s, 2H), 6.31 (s, 2H), 7.43-7.53 (m, 1H), 7.55 (d, = 4.8 Hz, 1H), 7.77 (d, = 7.5 Hz, 2H), 7.95 (s, 1H).As shown in Scheme 1, 3-substituted phenyl-5-methylisoxazole-4-carboxylic acid (0.02mol) was added to distillated SOCl2 (50 mL) and reacted at 80 C for 5 h to obtainintermediate 2. Then, intermediate 2 (0.02 mol) was added dropwise to a stirred solution of

Molecular Weight:141.13
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:141.053826475
Monoisotopic Mass:141.053826475
Topological Polar Surface Area:81.1
Heavy Atom Count:10
Complexity:150
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes