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HRID 2077913Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/2077913

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenyl phosphiteHCID 7540—
EduktMethyl 6-((2-ethoxy-2-oxoethyl)(isopropyl)amino)-5-nitronicotinateHCID 58324358—
EduktHCID 178418361HCID 178418361—
KatalysatorPlatinumHCID 23939—
KatalysatorAmmonium metavanadateHCID 516859—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 4-isopropyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylateHCID 5832444793%

Reaktionsschritte

Methyl 6-((2-ethoxy-2-oxoethyl)(isopropyl)amino)-5-nitronicotinate (2.39 g, 7.35 mmol) was dissolved in dichloromethane (10 mL). To the yellow solution was added ammonium metavanadate (15.0 mg, 1.13 mmol), triphenyl phosphite (aprox 10 ul, 0.032 mmol), and Pt/C (240 mg, 5% w/w). The reaction mixture was pressurized with hydrogen gas (110 psi) and stirred at room temperature for 16 h. The reaction was then depressurized and diluted with dichloromethane (80 mL) which was then refluxed for 30 min. The hot solution was filtered through a pad of celite and washed with hot dichloromethane (3×20 mL). The filtrate was concentrated to yield the title compound (1.70 g, 93%) as a white solid. [M+H] calc'd for C12H15N3O3, 250; found, 250.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07928105B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-8a7e0a7fb65b4b06905715009d7a2392
Quellennotizuspto-grants-2011_04