With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.
Example 3b An alternative method of preparation is as follows: Triphenylphosphine (615mg, 2.3mmol) followed by diethyl azodicarboxylate (369mul, 2.3mmol) were added to a solution of 4-hydroxymethyl-1-methylpiperidine (151mg, 1.1mmol), (J Med. Chem 1973, 16, 156), and 4-(4-chloro-2-fluoroanilino)-7-hydroxy-6-methoxyquinazoline (250mg, 0.78mmol), (prepared as described for the starting material in Example 7), in methylene chloride (5ml). After stirring for 30 minutes at ambient temperature, 4-hydroxymethyl-1-methylpiperidine (51mg, 0.39mmol), triphenylphosphine (102mg, 0.39mmol) and diethyl azodicarboxylate (61mul, 0.39mmol) were added. After stirring for 15 minutes, the volatiles were removed under vacuum and the residue was purified by column chromatography eluding with methylene chloride/acetonitrile/methanol (70/10/20 followed by 75/5/20 and 80/0/20). The fractions containing the expected product were combined and the volatiles were removed by evaporation. The residue was dissolved in a mixture of methylene chloride and methanol and 5M hydrogen chloride in isopropanol was added. The suspension was concentrated and the solid was collected by filtration, washed with ether and dried under vacuum to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(1-methylpiperidin-4-ylmethoxy)quinazoline hydrochloride (16mg, 4%)., 20691-89-8
As the paragraph descriping shows that 20691-89-8 is playing an increasingly important role.
Reference：
Patent; AstraZeneca AB; EP1244647; (2006); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem