Dimethylformamide → 8-(5-Ethylpyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

HRID 1409742Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1409742
[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.Cl[C:12]1[N:17]=[CH:16][C:15]([CH2:18][CH3:19])=[CH:14][N:13]=1.CN(C)C=O.O1CCOCC1>C(N(CC)CC)C>[CH2:18]([C:15]1[CH:14]=[N:13][C:12]([N:8]2[CH2:9][CH2:10][C:5]3([O:4][CH2:3][CH2:2][O:1]3)[CH2:6][CH2:7]2)=[N:17][CH:16]=1)[CH3:19]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 312751,4-DioxaneHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 35727632-Chloro-5-ethylpyrimidine

Produkt 1

HCID 682902468-(5-Ethylpyrimidin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

1,4-Dioxa-8-azaspiro[4.5]decane (1.76 g), 2-chloro-5-ethylpyrimidine (1.7 g), N,N-dimethylformamide (50 mL), 1,4-dioxane (75 mL) and triethylamine (5.07 ml) are heated in a sealed vessel at 120° C. with stirring for 22 h. After cooling the mixture is concentrated and partitioned between ethyl acetate (100 mL) and water (100 mL). The water layer is extracted with ethyl acetate (100 mL) and the combined ethyl acetate layers are dried over Na2SO4, filtered and concentrated to give the title compound. LC (method 20): tR=1.73 min; Mass spectrum (APCI): m/z=250 [M+H]+.

Aufarbeitung

  1. temperatureAfter cooling the mixture
  2. concentrationis concentrated
  3. custompartitioned between ethyl acetate (100 mL) and water (100 mL)
  4. extractionThe water layer is extracted with ethyl acetate (100 mL)
  5. dry with materialthe combined ethyl acetate layers are dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-df9cad120e514d46ba0785ad589c5d01
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08921398B2

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