Reaktionsgleichung
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9](Cl)=[O:10])=[CH:4][N:3]=1.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13].C(N(CC)CC)C>C1COCC1>[C:12]([NH:16][C:9]([C:5]1[C:6]([Cl:8])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=1)=[O:10])([CH3:15])([CH3:14])[CH3:13]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -10 °C
Versuchsvorschrift
A solution of 24.85 g (117.5 mmol) of 2,4-dichloro-pyrimidine-5-carbonyl chloride in 125 ml of THF is cooled to −15° C. It is slowly mixed with a solution of 13.2 ml (124.5 mmol) of tert-buylamine and 17.4 ml (125.7 mmol) of triethylamine in 50 ml of THF, so that the temperature of the reaction mixture remains less than −10° C. It is stirred for another 2 hours at −10° C., then the cooling bath is removed, and the reaction mixture is heated to room temperature while being stirred. After 1 hour, the precipitate that is formed is filtered off, and the filtrate is completely concentrated by evaporation. The residue that is obtained is purified by chromatography (hexane/ethyl acetate 4:1). 14.01 g (56.6 mmol, corresponding to 50% of theory) of the product is obtained.
Aufarbeitung
- customremains less than −10° C
- customthe cooling bath is removed
- temperaturethe reaction mixture is heated to room temperature
- stirringwhile being stirred
- waitAfter 1 hour
- customthe precipitate that is formed
- filtrationis filtered off
- concentrationthe filtrate is completely concentrated by evaporation
- customThe residue that is obtained
- customis purified by chromatography (hexane/ethyl acetate 4:1)
- custom14.01 g (56.6 mmol, corresponding to 50% of theory) of the product is obtained
Quellen und Nachweise
- ORD-Eintrag
- ord-c9ce549a9b4a400299e4e4993e01a424
- Quelldatensatz
- uspto-grants-2007_12
- Patentnummer
- US07312225B2
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