تفاعل #1511168

معادلة التفاعل

compound

4′-{1-[8-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine-3-yl]cyclopropyl}-N,N-dimethylbiphenyl-4-carboxamide

hydrochloric acid

→

title compound

المردود 55.0%

4′-{1-[8-(Hydroxymethyl)-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine-3-yl]cyclopropyl}-N,N-dimethylbiphenyl-4-carboxamide

المردود 55.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogencarbonate
2. 2
   workup.ADDITIONwas added to the residue
3. 3
   استخلاصthe mixture was extracted with dichloromethane
4. 4
   غسيلthe organic layer was washed with saturated sodium chloride solution
5. 5
   تجفيفdried with anhydrous sodium sulfate
6. 6
   ترشيحAfter filtration
7. 7
   تركيزthe filtrate was concentrated under reduced pressure
8. 8
   أخرىthe residue was purified by silica gel chromatography (Isco Combiflash, 12 g, methanol:ethyl acetate=0:100 to 30:70, gradient)

الإجراء التجريبي

A solution of the compound (318 mg, 0.55 mmol) obtained in Example 6-1) and 4 M hydrochloric acid (1,4-dioxane solution, 0.69 mL) in methanol (2 mL) was stirred at room temperature for 21 h. The reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogencarbonate was added to the residue, the mixture was extracted with dichloromethane, and the organic layer was washed with saturated sodium chloride solution and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (Isco Combiflash, 12 g, methanol:ethyl acetate=0:100 to 30:70, gradient) to obtain the title compound (140 mg, 55%) as a colorless solid.

المصدر