Hydrochloric Acid → HCID 178517808, Verbindung

HRID 75423

Reaktionsgleichung

Reaktionsgleichung von HRID 75423
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:14][CH:13]3[O:15][CH:10]([CH2:11][CH2:12]3)[CH2:9]2)[CH:5]=[C:4]([Cl:16])[N:3]=1.[OH-:17].[Na+].Cl>C1COCC1>[CH:10]12[O:15][CH:13]([CH2:12][CH2:11]1)[CH2:14][N:8]([C:6]1[CH:5]=[C:4]([Cl:16])[N:3]=[C:2]([OH:17])[N:7]=1)[CH2:9]2

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866658793-(2,6-Dichloro-pyrimidin-4-yl)-8-oxa-3-aza-bicyclo[3.2.1]octane

Produkt 1

HCID 178517808HCID 178517808, VerbindungAusbeute 221,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In three 2-5 mL microwave vials was each placed 3-(2,6-dichloropyrimidin-4-yl)-8-oxa-3-azabicyclo[3.2.1]octane (9, 100 mg, 0.384 mmol) in THF (2 ml). A 1N solution of sodium hydroxide (2 ml, 2.000 mmol) was added to each vial. The reaction was heated under microwave irradiation at 150° C. for 30 min. The contents of the three microwave vials were combined, 6 mL 2N HCl was added to acidify (pH˜3). Silica gel was added and the mixture was concentrate purify by silica gel chromatography, using a gradient (0-15%) of MeOH in dichloromethane to give 205 mg (0.85 mmol, 74%) of the title compound as a white solid.

Aufarbeitung

  1. additionSilica gel was added
  2. concentrationthe mixture was concentrate
  3. custompurify by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2d7f2707bc70492490fb745c634e527b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835429B2

Verknüpfte Notizen

Wird geladen…