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HRID 69648Erstellt: 24. Oktober 2026

Triphenyl phosphite → Methyl 4-benzyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylate

https://huagongshe.com/de/reaction/69648

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenyl phosphiteHCID 7540—
EduktMethyl 6-(benzyl(2-ethoxy-2-oxoethyl)amino)-5-nitronicotinateHCID 59416801—
EduktHCID 178418361HCID 178418361—
KatalysatorPlatinumHCID 23939—
KatalysatorAmmonium metavanadateHCID 516859—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 4-benzyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylateHCID 5832437371%

Reaktionsschritte

Methyl 6-(benzyl(2-ethoxy-2-oxoethyl)amino)-5-nitronicotinate (445 mg g, 1.19 mmol) was dissolved in dichloromethane (5 mL). To the yellow solution was added ammonium metavanadate (10.0 mg, 0.085 mmol), triphenyl phosphite (aprox 10 ul, 0.032 mmol), and Pt/C (50 mg, 5% w/w). The reaction mixture was pressurized with hydrogen gas (75 psi) and stirred at room temperature for 48 h. The reaction was then depressurized and diluted with dichloromethane (20 mL) which was then refluxed for 30 min. The hot solution was filtered through a pad of celite and washed with hot dichloromethane (3×10 mL). The filtrate was concentrated to yield the title compound (250 mg, 71%) as a white solid. [M+H] calc'd for C16H15N3O3, 298; found, 298.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822470B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a6c2a1d20e874012b3a7f0e995912085
Quellennotizuspto-grants-2014_09