Pyridine, 3-chloro-, 1-oxide → 3-Piperidin-1-ylpyridine 1-oxide

HRID 1592486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1592486
Cl[C:2]1[CH:3]=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=1>N1CCCCC1>[N:4]1([C:2]2[CH:3]=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=2)[CH2:5][CH2:6][CH2:7][CH2:2][CH2:3]1

Komponenten

3

Edukt 1

HCID 123133Pyridine, 3-chloro-, 1-oxide

Produkt 1

HCID 8174083-Piperidin-1-ylpyridine 1-oxideAusbeute 133,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8082PiperidineLösungsmittel

Versuchsvorschrift

A solution of 3-chloro-pyridine 1-oxide (2.40 g, 18.5 mmol) in piperidine (6 mL) was heated at 140° C. for 2 days. After the reaction mixture was cooled to room temperature the amine was removed, and the residue was purified by flash chromatography on a silica gel column (6:1 EtOAc/MeOH), affording 3,4,5,6-tetrahydro-2H-[1,3′]bipyridinyl 1′-oxide as a pale yellow solid (2.20 g, 67%). 1H NMR (CDCl3) δ 1.59-1.67 (m, 6H), 3.14-3.18 (m, 4H), 6.78 (dd, 1H, J=2.1, 8.7 Hz), 7.03 (dd, 1H, J=6.3, 8.7 Hz), 7.63-7.66 (m, 1H), 7.85-7.86 (m, 1H).

Aufarbeitung

  1. customwas removed
  2. customthe residue was purified by flash chromatography on a silica gel column (6:1 EtOAc/MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-d40340cc81ba472682ecc4e9c1a99399
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291631B2

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