5-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene → 5-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]octane

HRID 249747

Reaktionsgleichung

Reaktionsgleichung von HRID 249747
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]23[CH2:15][N:12]([CH2:13][CH2:14]2)[CH2:11][CH:10]=[CH:9]3)=[CH:4][N:3]=1>[Pt]=O.CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]23[CH2:15][N:12]([CH2:13][CH2:14]2)[CH2:11][CH2:10][CH2:9]3)=[CH:4][N:3]=1

Komponenten

4

Edukt 1

HCID 102860575-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene

Produkt 1

HCID 862593785-(2-Bromopyrid-5-yl)-1-azabicyclo[3.2.1]octaneAusbeute 71,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1.95 g (7.354 mmol) of 5-(2-bromopyrid-5-yl)-1-azabicyclo[3.2.1]oct-3-ene (WO 03/057 697) are introduced into 40 ml of methanol in a hydrogenation flask, and 195 mg of platinum oxide are then placed in suspension. The medium is stirred at room temperature under a hydrogen pressure of 26 psi for 45 minutes. The reaction medium is filtered through diatomaceous earth and the solvent is removed by evaporation under reduced pressure. The residue obtained is purified by chromatography on a column of silica gel, eluting with a mixture of chloroform, methanol and aqueous ammonia in 95/5/0.5 proportions. 1.4 g of 5-(2-bromopyrid-5-yl)-1-azabicyclo[3.2.1]octane are obtained in the form of a waxy oil.

Aufarbeitung

  1. filtrationThe reaction medium is filtered through diatomaceous earth
  2. customthe solvent is removed by evaporation under reduced pressure
  3. customThe residue obtained
  4. customis purified by chromatography on a column of silica gel
  5. washeluting with a mixture of chloroform, methanol and aqueous ammonia in 95/5/0.5 proportions

Quellen und Nachweise

ORD-Eintrag
ord-ac4081c51618445f8947665f4d47a068
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863290B2

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