Pyrrolidine → 6-(Pyrrolidin-1-yl)pyridine-3-carbaldehyde

HRID 1186355

Reaktionsgleichung

Reaktionsgleichung von HRID 1186355
F[C:2]1[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][CH:3]=1.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>O1CCCC1>[N:10]1([C:2]2[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][CH:3]=2)[CH2:14][CH2:13][CH2:12][CH2:11]1

Komponenten

4

Edukt 2

HCID 31268PyrrolidineHCID 164142462-Fluoro-5-formylpyridine

Produkt 1

HCID 27947756-(Pyrrolidin-1-yl)pyridine-3-carbaldehydeAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

6-Fluoro-3-pyridinecarboxaldehyde (152 mg, 1.22=01) was dissolved in tetrahydrofuran (3.0 mL). To this, pyrrolidine (507 μL, 6.08 mmol) was added under a nitrogen atmosphere at room temperature and the mixture was stirred at the same temperature for 2 hours and successively at 60° C. for 5 hours. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give 6-(pyrrolidin-1-yl)-3-pyridinecarboxaldehyde (181 mg, yield: 84%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-2e99f33994db471c9e54fae6db85b2d4
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673908B2

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