6-Chloropurine → 1-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one

HRID 1924241Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1924241
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.O[CH2:12][N:13]1[CH2:17][CH:16]([CH2:18][CH2:19][CH3:20])[CH2:15][C:14]1=[O:21].C(N(CC)C(=O)OCN1CC(CCC)CC1=O)C>C(#N)C>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][N:13]1[CH2:17][CH:16]([CH2:18][CH2:19][CH3:20])[CH2:15][C:14]1=[O:21]

Komponenten

5

Edukt 3

HCID 53592776-ChloropurineHCID 113326021-(Hydroxymethyl)-4-propylpyrrolidin-2-oneHCID 11448237(2-Oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate

Produkt 1

HCID 577430091-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of commercially available 6-chloro-7H-purine x74 (0.5 g, 3.23 mmol), 1-(hydroxymethyl)-4-propylpyrrolidin-2-one x2 (1 eq, 3.23 mmol, 0.508 g), and (2-oxo-4-propylpyrrolidin-1-yl)methyl diethylcarbamate x6 (0.1 eq, 83 mg, 0.32 mmol) in acetonitrile (5 ml) is heated 30 minutes in a microwave apparatus (Biotage, 150 W, 130° C.). After cooling to room temperature, the solvent is removed under reduced pressure and the crude product is purified by preparative chromatography leading to 600 mg of pure 1-[(6-chloro-9H-purin-9-yl)methyl]-4-propylpyrrolidin-2-one x75.

Aufarbeitung

  1. customthe solvent is removed under reduced pressure
  2. customthe crude product is purified by preparative chromatography

Quellen und Nachweise

ORD-Eintrag
ord-32a731e6e12649008a0ff059139f6443
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178533B2

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