Diisopropylethylamine → HCID 178461592, Verbindung

HRID 1922860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1922860
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4](Cl)[N:3]=1.[CH3:12][C@@H:13]1[CH2:18][O:17][CH2:16][CH2:15][NH:14]1.CCN(C(C)C)C(C)C>>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][C@H:13]2[CH3:12])[N:3]=1

Komponenten

4

Edukt 3

HCID 81531DiisopropylethylamineHCID 641498(R)-3-MethylmorpholineHCID 1784188752,6-dichloro-1H-purine

Produkt 1

HCID 178461592HCID 178461592, VerbindungAusbeute 31,2 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2,6-dichloro-9H-purine (2.18 g, 11.53 mmol), (R)-3-methylmorpholine (1.40 g, 13.84 mmol) and DIPEA (2.57 mL, 14.99 mmol) in IMS (50 mL) were heated at 80° C. for 8 h. The reaction mixture was concentrated in vacuo to a reduced volume and the residue partitioned between EtOAc and H2O. The organic phase was dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, MeOH:EtOAc, 0-10%) affording the title compound as an off-white solid (914 mg, 31%). LCMS (method H): RT 2.53 min [M+H]+ 254.3

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo to a reduced volume
  2. customthe residue partitioned between EtOAc and H2O
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe resulting residue was purified by column chromatography (Si—PCC, MeOH:EtOAc, 0-10%)

Quellen und Nachweise

ORD-Eintrag
ord-912f5c96cd85468ab1a649ed76594103
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173650B2

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