5-Chloro-2(1H)-pyrimidinone → HCID 12791252, Verbindung

HRID 1906158Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1906158
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[NH:15][CH:14]=1)=[O:12]>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[NH:15][CH:14]=2)=[O:12])[CH:7]=1

Komponenten

5

Edukt 2

HCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 113109362-bromo-1-(1H-indol-3-yl)ethanone

Produkt 1

HCID 12791252HCID 12791252, VerbindungAusbeute 57,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A mixture of 5-chloropyrimidin-2-one (522 mg) and 3-bromoacetylindole (1.19 g) in triethylamine (0.84 ml) and ethanol (25 ml) was stirred at room temperature. After 1.5 h the mixture was heated to 55° C. After a further 1.5 h the mixture was cooled and the resulting precipitate collected and washed with cold ethanol. Recrystallisation twice from ethyl acetate and once from ethanol gave the title pyrimidinone (660 mg), m.p. 228°-229° C., λmax (EtOH) 240 nm (ε 16,370) 300.5 nm (ε 13,090).

Aufarbeitung

  1. temperatureAfter 1.5 h the mixture was heated to 55° C
  2. temperatureAfter a further 1.5 h the mixture was cooled
  3. customthe resulting precipitate collected
  4. washwashed with cold ethanol
  5. customRecrystallisation twice from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-ab83a1a35df74ae5b92aa9bbb23a3478
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04650800

Notizen zur Reaktion

Wird geladen…