Methanol → 2-Bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid

A 2 N sodium hydroxide aqueous solution (6.9 ml) was added to a mixed solution of methanol (20 ml) and water (10 ml) containing the methyl 2-bromo-5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylate (2.4 g) obtained in (Example 5.16) <Step 3>. The obtained mixture was stirred for 1 hour 30 minutes. Thereafter, methanol was distilled away under reduced pressure, and the obtained aqueous solution was then washed with ethyl acetate (2 ml). Insoluble substances were removed by filtration. The filtrate was adjusted to pH 1 with concentrated hydrochloric acid, and was then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times. The organic layer was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure, so as to obtain a crude product (1.87 g) of the title compound in the form of a yellow solid.

1. customobtained in (Example 5.16) <Step 3>
2. distillationThereafter, methanol was distilled away under reduced pressure
3. washthe obtained aqueous solution was then washed with ethyl acetate (2 ml)
4. customInsoluble substances were removed by filtration
5. extractionwas then extracted with a mixed solution (50 ml) of 20% isopropanol and methylene chloride five times
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. distillationthe solvent was then distilled away under reduced pressure

ORD record

ord-d6d19e2950ab4d71bbfa891d76a614f6

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08980889B2