تفاعل #1511164

معادلة التفاعل

hydrochloric acid

compound

(8R)-8-({[t-Butyl(dimethyl)silyl]oxy}methyl)-8-methyl-3-[1-(4-pyridin-3-ylphenyl)cyclopropyl]-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine

→

title compound

المردود 66.0%

{(8R)-8-Methyl-3-[1-(4-pyridin-3-ylphenyl)cyclopropyl]-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-8-yl}methanol

المردود 66.0%

المذيبات

dioxane

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.DISTILLATIONThe solvent was distilled off
2. 2
   workup.DISSOLUTIONthe residue was dissolved in a mixed solvent of methylene chloride (60 mL) and methanol (3 mL)
3. 3
   أخرىthe mixture was separated into organic and aqueous layers
4. 4
   workup.ADDITIONby the addition of saturated aqueous sodium hydrogencarbonate (20 mL)
5. 5
   غسيلThe organic layer was washed with saturated sodium chloride solution
6. 6
   تجفيفdried with anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
8. 8
   أخرىthe obtained residue was purified by silica gel column chromatography (elution solvent: methanol/ethyl acetate=0% to 50%)

الإجراء التجريبي

The compound (455 mg, 0.93 mmol) obtained in Example 4-3) was dissolved in methanol (4 mL). A 4 M solution (2.24 mL) of hydrochloric acid in dioxane was added to the solution, and the mixture was stirred at room temperature for 1 h. The solvent was distilled off, the residue was dissolved in a mixed solvent of methylene chloride (60 mL) and methanol (3 mL), and the mixture was separated into organic and aqueous layers by the addition of saturated aqueous sodium hydrogencarbonate (20 mL). The organic layer was washed with saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (elution solvent: methanol/ethyl acetate=0% to 50%) to obtain the title compound (231 mg, 66%) in a white solid form.

المصدر