2,5-Diamino-4,6-dichloropyrimidine → HCID 178496608, Verbindung

HRID 600444Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 600444
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([NH2:9])=[C:4]([Cl:10])[N:3]=1.[CH3:11][O:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([NH2:19])[CH2:15][CH2:14]1.C(=O)(O)[O-].[Na+]>C(O)CCC>[Cl:10][C:4]1[N:3]=[C:2]([NH2:1])[N:7]=[C:6]([NH:19][C@H:16]2[CH2:17][CH2:18][C@H:13]([O:12][CH3:11])[CH2:14][CH2:15]2)[C:5]=1[NH2:9]

Komponenten

5

Edukt 3

HCID 3010392,5-Diamino-4,6-dichloropyrimidineHCID 516892Sodium BicarbonateHCID 178496609HCID 178496609, Verbindung

Produkt 1

HCID 178496608HCID 178496608, VerbindungAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

2,5-diamino-4,6-dichloropyrimidine (6 g, 33.5 mmol), trans-4-methoxy cyclohexyl amine (4.32 g, 33.5 mmol, 1 equiv.), sodium bicarbonate (9.85 g, 117.2 mmol, 3.5 equiv.) and 1-butanol (350 mL) were heated together at 150° C. in a sealed tube. After 3 days, when the reaction appeared to be complete (by HPLC), the reaction mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was purified by flash chromatography (silica gel, gradual elution with 96/4 methylene chloride/methanol to 90/10 methylene chloride/methanol) to give the desired product as a brown solid (69% yield). MS (EI) m/z 272 (MH)+.

Aufarbeitung

  1. customthe solvent was removed in vacuo
  2. customThe residue was purified by flash chromatography (silica gel, gradual elution with 96/4 methylene chloride/methanol to 90/10 methylene chloride/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-7e27267da80c485eb475144a3183b98d
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07902187B2

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