Piperazine → HCID 178517383, Verbindung

HRID 2242798Notizen

Reaktionsgleichung

[OH-:1].[K+].[N:3]1([C:8]2[C:17]3[C:12](=[N:13][C:14](Cl)=[C:15]([Cl:18])[N:16]=3)[N:11]=[C:10](Cl)[N:9]=2)[CH2:7][CH2:6][CH2:5][CH2:4]1.[NH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>O.O1CCCC1>[Cl:18][C:15]1[N:16]=[C:17]2[C:12](=[N:13][C:14]=1[OH:1])[N:11]=[C:10]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)[N:9]=[C:8]2[N:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1

Komponenten

Reaktionsbedingungen

Temperatur: -10 °C

Versuchsvorschrift

a)+b) 460 μl (0.82 mmol) of a 10% solution of potassium hydroxide in water is added dropwise to a solution of 250 mg (0.82 mmol) 4-pyrrolidin-1-yl-2,6,7-trichloro-pteridine in 15 ml of tetrahydrofuran cooled to −10° C. The mixture is stirred for one hour at −10° C., slowly allowed to come up to ambient temperature and stirred for approx. another 16 hours. Then a solution of 318 mg (3.69 mmol) piperazine in 10 ml of tetrahydrofuran is added and the mixture is refluxed for approx. 16 hours. Then the solvent is eliminated in vacuo, the residue is mixed with water and extracted with dichloromethane. The organic phase is dried on sodium sulphate and the solvent is eliminated in vacuo. The residue is purified by chromatography. Yield 50 mg (14% of theoretical)

Aufarbeitung

customto come up to ambient temperature
stirringstirred
waitfor approx. another 16 hours
temperaturethe mixture is refluxed for approx. 16 hours
extractionextracted with dichloromethane
customThe organic phase is dried on sodium sulphate
customThe residue is purified by chromatography

Quellen und Nachweise

ORD-Eintrag: ord-99553d901e164e6da0bf9ddc237fb610
Quelldatensatz: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07674788B2

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