With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.
Dissolve the free piperazino-piperidine of Example 11, step 6 (1.7 g, 3.3 mmol) in CHCl3 (30 ml;=Stock solution A). Add 250 ul of stock solution A (0.027 mmol) to a slurry of 0.15 g (0.14 mmol ) of resin bound cardodiimide (prepared by reacting Argopore-Cl resin with 1-(3-dimethyl-aminopropyl)3-ethyl carbodiimide in DMF at 100 C. in DMF (1.5 ml) in a polyethylene SPE cartridge. To this mixture add 75 ul of a 1 M solution of 5-methyl-3-phenylisoxazole-4-carboxylic acid in DMF (0.075 mmol), and HOBT (24 ul of a 1M solution in DMF). Shake this mixture for 14 h, filter and add 0.1 g of Amberlyst-15 resin (0.47 mmol) to the filtrate. Shake for 1 to 2 h, filter and wash the resin twice with each of the following solvents THF, CH2Cl2 and CH3OH, then wash with THF and CH2Cl2. Treat the resin with 2M NH3 in CH3OH (1 time for 30 min, and 1 time for 5 min). Combine and concentrate the filtrates under reduced pressure to afford the title compound. LCMS found MH+=599.1 (calculated MW 598); TLC Rf=0.74 (CH2Cl2/CH3OH/NH4OH (95/5/0.5)).
1136-45-4, The synthetic route of 1136-45-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Schering Corporation; US6391865; (2002); B1;,
Isoxazole – Wikipedia
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