Sodium Carbonate → cis-(2-Pyrimidin-2-yl-octahydro-pyrido[1,2-a]pyrazin-7-yl)-methanol

HRID 1172560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1172560
[CH2:1]1[NH:6][CH2:5][CH2:4][N:3]2[CH2:7][C@H:8]([CH2:11][OH:12])[CH2:9][CH2:10][C@@H:2]12.Cl[C:14]1[N:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C([O-])([O-])=O.[Na+].[Na+]>O>[N:15]1[CH:16]=[CH:17][CH:18]=[N:19][C:14]=1[N:6]1[CH2:5][CH2:4][N:3]2[CH2:7][C@H:8]([CH2:11][OH:12])[CH2:9][CH2:10][C@H:2]2[CH2:1]1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 744042-ChloropyrimidineHCID 10035034((7R,9AS)-Octahydro-1H-pyrido[1,2-A]pyrazin-7-YL)methanol

Produkt 1

HCID 14995231cis-(2-Pyrimidin-2-yl-octahydro-pyrido[1,2-a]pyrazin-7-yl)-methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

Cis-(octahydro-pyrido[1,2-a]pyrazin-7-yl)-methanol (1 eq), 2-chloro-pyrimidine (1 eq.), and Na2CO3 (1 eq.) were dissolved in water. The mixture was stirred at around 95° C. for overnight. The solution was cooled to room temperature and extracted with methylene chloride. The combined organic layers was washed with brine, dried over Na2SO4, filtered and concentrated to give cis-(2-pyrimidin-2-yl-octahydro-pyrido[1,2-a]pyrazin-7-yl)-methanol as a white solid. This material was used in the next step without further purification.

Aufarbeitung

  1. temperatureThe solution was cooled to room temperature
  2. extractionextracted with methylene chloride
  3. washThe combined organic layers was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3f01ef0aa3e34a8da279058e905b7167
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07834014B2

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