5-Benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidine → 5-Hydroxy-2-[4-(6-tetrahydropyranyloxy1-heptyl)phenyl]pyrimidine

HRID 1956087Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1956087
C([O:8][C:9]1[CH:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([C:21]#[C:22][CH2:23][CH2:24][CH2:25][CH:26]([O:28][CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][O:30]3)[CH3:27])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)C1C=CC=CC=1.[H][H]>[Pd].C1COCC1>[OH:8][C:9]1[CH:10]=[N:11][C:12]([C:15]2[CH:16]=[CH:17][C:18]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH:26]([O:28][CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][O:30]3)[CH3:27])=[CH:19][CH:20]=2)=[N:13][CH:14]=1

Komponenten

5

Edukt 2

HCID 223584285-Benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidineHCID 178418361HCID 178418361, Verbindung2×

Produkt 1

HCID 223584305-Hydroxy-2-[4-(6-tetrahydropyranyloxy1-heptyl)phenyl]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In a reactor equipped with a stirrer and a thermometer, 5-benzyloxy-2-[4-(6-tetrahydropyranyloxy-1-heptynyl)phenyl]pyrimidine, 5% Pd/C and THF are charged. After replacing an internal atmosphere of the reactor by hydrogen gas under atmospheric pressure, the mixture is reacted at room temperature for 10 hours in a hydrogen atmosphere under ordinary pressure. After filtrating the catalyst off, the reaction mixture is evaporated under reduced pressure. A resulting residue is purified by silica gel column chromatography to obtain 5-hydroxy-2-[4-(6-tetrahydropyranyloxy1-heptyl)phenyl]pyrimidine.

Aufarbeitung

  1. customIn a reactor equipped with a stirrer
  2. filtrationAfter filtrating the catalyst off, the reaction mixture
  3. customis evaporated under reduced pressure
  4. customA resulting residue is purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0c10bd8bdaa749ddaab1013b9407da2b
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05779934

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