2,6-Dibromopyridine → 1-(6-Bromopyridin-2-yl)pyrrolidin-3-ol

HRID 385923

Reaktionsgleichung

Reaktionsgleichung von HRID 385923
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[N:3]=1.[NH:9]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10]1.CCCCCCC=CCCC>C1COCC1.C(OCC)(=O)C>[Br:8][C:4]1[N:3]=[C:2]([N:9]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10]2)[CH:7]=[CH:6][CH:5]=1

Komponenten

6

Edukt 3

HCID 122742,6-DibromopyridineHCID 982104-HydroxypyrrolidineHCID 136496Undec-4-ene

Produkt 1

HCID 219422981-(6-Bromopyridin-2-yl)pyrrolidin-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 2,6-dibromopyridine (2.37 g, 0.01 mol), pyrrolidin-3-ol (1.0 g, 0.01 mol), 1,8-diazabicclo[5.4.0)-7-undecene (1.5 mL) in 10 mL of THF was heated at 70° C. under a nitrogen atmosphere for 11 hours. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate (30 mL). The resulting solution was washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (10-30% ethyl acetate/hexane) to give the title compound.

Aufarbeitung

  1. washThe resulting solution was washed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography (10-30% ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-23d8af70e5b34017a33c984f345e567d
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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