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

HRID 881238Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 881238
[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-cfeec65a482a449aa771c877e91f7a77
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08993563B2

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