تفاعل #68047

معادلة التفاعل

methyl 1-(2-(4-((tert-butoxycarbonyl)(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate

trifluoroacetic acid

→

methyl 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate

المردود 57.5%

المذيبات

chloroform

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   أخرىThe solvent was removed under reduced pressure, and aqueous saturated sodium hydrogen carbonate solution and chloroform
3. 3
   workup.ADDITIONwere added
4. 4
   أخرىThe organic layer was separated
5. 5
   استخلاصthe aqueous layer was extracted with chloroform
6. 6
   غسيلwashed with aqueous saturated sodium chloride solution
7. 7
   تجفيفdried over anhydrous magnesium sulfate
8. 8
   أخرىthe solvent was removed under reduced pressure
9. 9
   أخرىThe residue thus obtained
10. 10
    أخرىwas purified by silica gel column chromatography [eluent; chloroform:methanol=10:1]

الإجراء التجريبي

To 2 mL of a chloroform solution containing 0.25 g of methyl 1-(2-(4-((tert-butoxycarbonyl)(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate, 2 mL of trifluoroacetic acid was added and stirred for 16 hours. The solvent was removed under reduced pressure, and aqueous saturated sodium hydrogen carbonate solution and chloroform were added. The organic layer was separated, and the aqueous layer was extracted with chloroform. The organic layer and extracts were combined, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent; chloroform:methanol=10:1] to give 0.12 g of methyl 1-(2-(4-((2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-7-methoxy-2-oxo-1,2-dihydroquinoline-4-carboxylate as a white solid.

المصدر