Morpholine → 2-Chloro-4-morpholinofuro[3,2-d]pyrimidine

HRID 390813Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 390813
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>CO>[Cl:1][C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:5]2[O:10][CH:9]=[CH:8][C:6]=2[N:7]=1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 457899682,4-Dichlorofuro[3,2-D]pyrimidine

Produkt 1

HCID 568337412-Chloro-4-morpholinofuro[3,2-d]pyrimidineAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2,4-Dichlorofuro[3,2-d]pyrimidine 37 (23 mg, 1.0 eq) was suspended in methanol (1.7 ml) and treated with morpholine (0.09 ml, 4.0 eq). Reaction mixture was stirred at room temperature for 2 h, before being quenched with saturated aq. NaHCO3. Mixture was extracted with dichloromethane. The combined organic layers were dried (Na2SO4) and concentrated to yield 2-chloro-4-morpholinofuro[3,2-d]pyrimidine 38 (14 mg, 48%) which was used in the next reaction without further purification.

Aufarbeitung

  1. customReaction mixture
  2. custombefore being quenched with saturated aq. NaHCO3
  3. extractionMixture was extracted with dichloromethane
  4. dry with materialThe combined organic layers were dried (Na2SO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-af65e09f594f4e208c058c8d92086afc
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383620B2

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