Potassium Acetate → 1-(Pyridazin-3-yl)ethan-1-ol

HRID 1503426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1503426
CON(C)[C:4]([C:6]1[N:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5].[CH3:13]C([O-])=O.[K+]>O1CCOCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([CH:4]([OH:5])[CH3:13])[N:7]=1

Komponenten

5

Edukt 2

HCID 517044Potassium AcetateHCID 58197546N-methoxy-N-methylpyridazine-3-carboxamide

Produkt 1

HCID 151975111-(Pyridazin-3-yl)ethan-1-olAusbeute 281,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)KatalysatorHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A suspension of compound 2 (170 mg, 0.4 mmol), compound 2A (112 mg, 0.44 mmol), PdCl2(dppf)2 (50 mg, 0.08 mmol) and KOAc (118 mg, 1.2 mmol) in anhydrous 1,4-dioxane (6 mL) was heated at 100° C. for 60 min in a CEM microwave reactor. The mixture was concentrated in vacuo and the residue was purified by preparative TLC (eluent:petroleum ether:ethyl acetate=3:1) to give compound 3 (140 mg, 70%, 67% purity) as a yellow solid.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by preparative TLC (eluent:petroleum ether:ethyl acetate=3:1)

Quellen und Nachweise

ORD-Eintrag
ord-af32eae46ade4dfa883d25c80222f3fd
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09212153B2

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