تفاعل #68284

معادلة التفاعل

sodium hydroxide

methanol

methyl 4-((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)-1-(2-(7-methoxy-2-oxoquinoxalin-1(2H)-yl)ethyl)piperidine-2-carboxylate

sodium hydroxide

hydrochloric acid

→

1-(2-(6-(2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)-7-oxo-2,6-diazabicyclo(3.2.1)oct-2-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one

المردود 16.0%

المذيبات

diethyl ether

ethyl acetate

water

diethyl ether

hexane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   workup.STIRRINGstirred at the sane temperature for 1 hour and 50 min
3. 3
   درجة الحرارةcooling
4. 4
   أخرىthe solvent was removed under reduced pressure, water, ethyl acetate and diethyl ether
5. 5
   workup.ADDITIONwere added
6. 6
   ترشيحthe resulting solid (A′) was filtered
7. 7
   أخرىAlso, the solvent of the filtrate (B′) was removed under reduced pressure
8. 8
   أخرىTo the residue thus obtained
9. 9
   أخرىthe organic layer was separated
10. 10
    أخرىthe solvent was removed under reduced pressure
11. 11
    أخرىTo the residue thus obtained
12. 12
    ترشيحthe resulting solid (B) was filtered

الإجراء التجريبي

To 5 mL of a methanol solution containing 60 mg of methyl 4-((2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)amino)-1-(2-(7-methoxy-2-oxoquinoxalin-1(2H)-yl)ethyl)piperidine-2-carboxylate, 0.2 mL of 20% aqueous sodium hydroxide solution was added at room temperature, and stirred for 1 hour and 10 min. Further, 0.5 mL of 20% aqueous sodium hydroxide solution was added at room temperature, and stirred at the sane temperature for 1 hour and 50 min. The reaction mixture was adjusted to pH 6.2 with 2 mol/L hydrochloric acid under water-cooling, the solvent was removed under reduced pressure, water, ethyl acetate and diethyl ether were added, and the resulting solid (A′) was filtered. Also, the solvent of the filtrate (B′) was removed under reduced pressure. To the residue thus obtained, water, ethyl acetate and diethyl ether were added, the organic layer was separated, and the solvent was removed under reduced pressure. To the residue thus obtained, hexane and diethyl ether were added, and the resulting solid (B) was filtered to give 9 mg of 1-(2-(6-(2,3-dihydro(1,4)dioxino(2,3-c)pyridin-7-ylmethyl)-7-oxo-2,6-diazabicyclo(3.2.1)oct-2-yl)ethyl)-7-methoxyquinoxalin-2(1H)-one as a pale yellow solid.

المصدر