These common heterocyclic compound, 402-61-9, name is 5-Methyl-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. 402-61-9
General procedures for Example 168-185; To a solution of 168a (13 mg, 0.02 mmol) in DMA in a 4 ml vial was added the acid monomer (0.025 mmol) dissolved in DMA followed by a solution of HATU (0.025 mmol) in DMA and then triethylamine (0. 4 mmol) neat. The vial was capped and microwaved at 150 C for 30 minutes. The reaction was checked by LC/MS and concentrated to dryness. The residue was dissolved in MeOH:DMSO (1:1 v:v, 1.5 ml) and purified by reverse phase HPLC.HPLC condition: Samples were purified by preparative HPLC on a Phenomenex Luna C8(2) 5 um 100A AXIA column (30mm x 75mm). A gradient of methanol (A) and 0.1%trifluoroacetic acid in water (B) was used, at a flow rate of 50mL/min (0-0.5 min 20% A, 0.5- 6.0 min linear gradient 20-100% A, 6.0-7.0 min 100% A, 7.0-8.0 min linear gradient 100- 10% A).; Example 168; (2R,6S,13aS,14aR,16aS,Z)-2-(3-ethyl-8-fluoroquinoxalin-2-yloxy)-6-(5-methyl-lH- pyrazole-3-carboxamido)-N-(l-methylcyclopropylsulfonyl)-5,16-dioxo- 1, 2,3,5, 6,7, 8,9, 10,11, 13a,14,14a,15, 16, 16a-hexadecahydrocyclopropa[e]pyrrolo[l, 2- a] [ 1 ,4] diazacyclopentadecine- 14a-carboxamide; The title compound 168 was prepared according to the general procedure used for Example 168-185 using 5-methyl-lH-pyrazole-3-carboxylic acid as the acid monomer. MS (ESI): m/z = 765.3 [M+H].
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 402-61-9.