3-Iodopyridine → 3-Isopropoxy-4-(3-pyridyl)-cyclobut-3-ene-1,2-dione

HRID 843048

Reaktionsgleichung

Reaktionsgleichung von HRID 843048
[CH:1]([O:4][C:5]1[C:6](=[O:23])[C:7](=[O:22])[C:8]=1[Sn](CCCC)(CCCC)CCCC)([CH3:3])[CH3:2].I[C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1>>[CH:1]([O:4][C:5]1[C:6](=[O:23])[C:7](=[O:22])[C:8]=1[C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1)([CH3:2])[CH3:3]

Komponenten

3

Edukt 2

HCID 707143-IodopyridineHCID 27366833-Isopropoxy-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione

Produkt 1

HCID 120516723-Isopropoxy-4-(3-pyridyl)-cyclobut-3-ene-1,2-dione

Versuchsvorschrift

In a manner similar to Example 9, Step 1, 3-isopropoxy-4-(tri-n-butylstannyl)-3-cyclobutene-1,2-dione (1.90 g, 4.43 mmol), 3-iodopyridine (1.00 g, 4.87 mmol), benzylchlorobis(triphenylphosphine)palladium (II) (0.201 g, 0.267 mmol), and cuprous iodide (0.076 g, 0.399 mmol) were reacted together to give the title compound which was of sufficient purity to use in the next step: 1H NMR (DMSO-d6) δ 9.07(m,1H), 8.75(m,1H), 8.20(br d,1H), 7.65(m,1H), 5.50(sept,1H), 1.50(d,6H).

Quellen und Nachweise

ORD-Eintrag
ord-37d625cb77d44354bfa368a910e16fc6
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06376555B1

Verknüpfte Notizen

Wird geladen…