Trifluoroacetic acid → 4-Benzyl-1,2,3,4-tetrahydro-N,N-dimethyl-3-oxo-2-quinoxalinecarboxamide

반응식

[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[C:10]([C:18]([N:20]([CH3:22])[CH3:21])=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][CH:10]([C:18]([N:20]([CH3:21])[CH3:22])=[O:19])[C:9]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

반응물 3

HCID 6422Trifluoroacetic acid

HCID 12052Triethylsilane

HCID 183331084-Benzyl-N,N-dimethyl-3,4-dihydro-3-oxo-2-quinoxalinecarboxamide

생성물 1

HCID 183330164-Benzyl-1,2,3,4-tetrahydro-N,N-dimethyl-3-oxo-2-quinoxalinecarboxamide수율 89.9%

실험 절차

4-Benzyl-N,N-dimethyl-3,4-dihydro-3-oxo-2-quinoxalinecarboxamide (1.47 g) was added and dissolved in ice-cooled trifluoroacetic acid (45 ml), to which was further added triethyl silane (4.6 ml). The reaction mixture was stirred at room temperature for 3 hours, then concentrated. The residue was dissolved in ethyl acetate and washed with 10% aqueous potassium carbonate solution, water and a saturated aqueous sodium chloride solution, then dried and concentrated. The obtained crystals were washed with IPE to obtain the entitled compound (1.33 g).