Application of 5744-59-2, These common heterocyclic compound, 5744-59-2, name is 1,5-Dimethyl-1H-pyrazole-3-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Step (c) N-((ls,4s)-4-(l,5-Dimethyl-lH-pyrazole-3-carboxamido)cyclohexyl)-5-fluoro-2-(4′-((4-isopropylpiperazin-l-yl)methyl)-2′-(morpholinomethyl)biphenyl-3- yloxy)nicotinamideA stirred solution of N-((ls,4s)-4-aminocyclohexyl)-5-fluoro-2-(4′-((4-isopropylpiperazin-l- yl)methyl)-2′-(morpholinomethyl)biphenyl-3-yloxy Nicotinamide hydrochloride (221 mg, 0.28 mmol), 1,5 -dimethyl- lH-pyrazole-3-carboxylic acid (39.2 mg, 0.28 mmol) and DIPEA (0.342 mL, 1.96 mmol) in DMF (10 mL) was treated with HATU (112 mg, 0.29 mmol) and stirred overnight. The solution was evaporated to remove most of the DMF and the residue was taken up in dichloromethane, was washed with water (3x), dried (TN^SC^) and evaporated. The residue was purified by reversed phase preparative HPLC on a Sunfire column, using a gradient of methanol in 0.1% aqueous TFA solution as eluent to give the title compound as a white solid. Yield: 110 mg1H NMR (400 MHz, DMSO) delta 10.18 – 9.97 (m, IH), 9.44 – 9.23 (m, IH), 8.36 (d, J= 6.4 Hz, IH), 8.27 (d, J= 3.1 Hz, IH), 8.04 – 8.00 (m, 2H), 7.65 – 7.61 (m, IH), 7.54 (t, J= 7.9 Hz, IH), 7.50 – 7.45 (m, IH), 7.36 (d, J= 7.9 Hz, IH), 7.29 (d, J= 8.2 Hz, IH), 7.22 – 7.14 (m, 2H), 6.59 (s, IH), 4.36 – 3.59 (m, 20H), 3.51 – 3.38 (m, 2H), 3.21 – 2.94 (m, 4H), 2.82 – 2.64 (m, IH), 2.52 – 2.38 (m, 2H), 2.14 (s, 3H), 1.84 – 1.60 (m, 8H), 1.25 (d, J= 6.4 Hz, 3H). MS: [M+H]+=767 (calc=767) (MultiMode+)
The synthetic route of 5744-59-2 has been constantly updated, and we look forward to future research findings.