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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 478270Erstellt: 25. Oktober 2026

3-Bromo-4-fluorobenzaldehyde → methyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylate

https://huagongshe.com/reaction/478270

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Bromo-4-fluorobenzaldehydeHCID 173604—
Edukt2H-pyran-3,5(4H,6H)-dioneHCID 325287—
EduktMethyl 3-aminocrotonateHCID 643918—
LösungsmittelEthanolHCID 702—
Produktmethyl 4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylateHCID 1125796450,5%

Reaktionsschritte

A mixture of tetrahydropyran-3,5-dione (Terasawa, J. Org. Chem. (1977), 42, 1163-1169) (1.4 g, 12 mmol), 3-bromo-4-fluorobenzaldehyde (3.0 g, 15 mmol), methyl 3-aminocrotonate (1.4 g, 12 mmol) and ethyl alcohol (10 mL) was processed as described in Example 2A. Purification by flash chromatography over silica gel (1% then 2% and then 5% methyl alcohol/methylene chloride) provided the title compound (2.4 g) as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642222B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-6f069885456a488c9abd175de1e5d856
Quellennotizuspto-grants-2003_11