Morpholine → Ammonia

HRID 1254824

Reaktionsgleichung

Reaktionsgleichung von HRID 1254824
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[N:11][CH:10]=[CH:9]2)=[O:4].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CO>[NH3:5].[CH:12]1[C:13]2[C:8](=[CH:7][C:6]([NH:5][C:3](=[O:4])[CH2:2][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:15][CH:14]=2)[CH:9]=[CH:10][N:11]=1

Komponenten

5

Edukt 2

HCID 8083MorpholineHCID 249995012-chloro-N-(isoquinolin-6-yl)acetamide

Produkt 2

HCID 222AmmoniaAusbeute 2 %HCID 59205717n-(Isoquinolin-6-yl)-2-morpholino acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To 2-chloro-N-(isoquinolin-6-yl)acetamide (E1) in MeOH is added KI and the solution is heated to 60° C. for 40 minutes. The mixture is cooled to 45° C. and morpholine is added and stirred at 45° C. After 2-4 hours, the solvents are evaporated and the residue is taken up in EtOAc and extracted with NaHCO3(sat). The organics are dried (Na2SO4), filtered and evaporated. Flash chromatography (2% NH3(2M)/MeOH/3% MeOH/CH2Cl2) gives N-(isoquinolin-6-yl)-2-morpholino acetamide (E105).

Aufarbeitung

  1. temperatureThe mixture is cooled to 45° C.
  2. customthe solvents are evaporated
  3. extractionextracted with NaHCO3(sat)
  4. dry with materialThe organics are dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7227935de2674f83b9ea46de7585c8e9
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08455647B2

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