Triphenylphosphine → 7-Hydroxy-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-one

HRID 873038Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 873038
O[CH2:2][CH2:3][N:4]([CH3:13])[C:5]1[NH:10][C:9](=[O:11])[NH:8][C:7](=[O:12])[CH:6]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>O1CCCC1>[CH3:13][N:4]1[C:5]2[N:10]([C:9](=[O:11])[NH:8][C:7](=[O:12])[CH:6]=2)[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 867241596-((2-hydroxyethyl)(methyl)amino)pyrimidine-2,4(1H,3H)-dione

Produkt 1

HCID 596353557-Hydroxy-1-methyl-2,3-dihydroimidazo[1,2-C]pyrimidin-5(1H)-oneAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of 6-((2-hydroxyethyl)(methyl)amino)pyrimidine-2,4(1H,3H)-dione (0.463 g, 2.5 mmol) in tetrahydrofuran (310 ml) at rt was added Ph3P (1.967 g, 7.50 mmol), then DIAD (1.458 ml, 7.50 mmol) was added dropwise. The reaction mixture was stirred at rt for 3 h, and concentrated. The residue was partitioned between ethyl ether and water. The aqueous phase was separated, washed with ethyl ether again, and then concentrated to afford the title compound as a light-yellow solid (0.414 g, 99% yield).

Aufarbeitung

  1. concentrationconcentrated
  2. customThe residue was partitioned between ethyl ether and water
  3. customThe aqueous phase was separated
  4. washwashed with ethyl ether again
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e2de2b01afab4e919be4aacf0f8542af
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08975400B2

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