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HRID 716240Erstellt: 25. Oktober 2026

Triphenyl phosphite → (S)-methyl 4-ethyl-3-methyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylate

https://huagongshe.com/reaction/716240

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenyl phosphiteHCID 7540—
Edukt(S)-methyl 6-((1-ethoxy-1-oxopropan-2-yl)(ethyl)amino)-5-nitronicotinateHCID 58324496—
KatalysatorPlatinumHCID 23939—
KatalysatorAmmonium metavanadateHCID 516859—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-methyl 4-ethyl-3-methyl-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine-7-carboxylateHCID 5941679157,3%

Reaktionsschritte

(S)-methyl 6-((1-ethoxy-1-oxopropan-2-yl)(ethyl)amino)-5-nitronicotinate (1.22 g, 3.92 mmol) was dissolved in dichloromethane (12 mL). To this solution were added triphenyl phosphite (5.0 mg, 16 umol), ammonium metavanadate (50.0 mg, 0.427 mmol) and Pt/C (5% wt., 0.200 g). The reaction mixture was hydrogenated at 100 psi at 25° C. for 18 h. The mixture was filtered through a small pad of celite and the pad was washed with dichloromethane (20 mL). The combined filtrates were concentrated in vacuo and crystallized with ethyl ether (50 mL) to afford the title compound as a white solid (0.560 g, 57%). [M+H] calc'd for C12H15N3O3, 250. found, 250.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09187497B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-983f39ad90154861af4ebcbe36aac7f7
Quellennotizuspto-grants-2015_11