Water → 2-Chloro-4-trifluoromethyl-pyrimidin-5-carboxylic acid cyclobutylmethyl-amide
Reaktionsgleichung
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([C:12](Cl)=[O:13])=[CH:4][N:3]=1.Cl.[CH:16]1([CH2:20][NH2:21])[CH2:19][CH2:18][CH2:17]1.C(N(CC)C(C)C)(C)C.O>ClCCl>[CH:16]1([CH2:20][NH:21][C:12]([C:5]2[C:6]([C:8]([F:11])([F:10])[F:9])=[N:7][C:2]([Cl:1])=[N:3][CH:4]=2)=[O:13])[CH2:19][CH2:18][CH2:17]1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -30 °C
Versuchsvorschrift
A mixture of 2-chloro-4-trifluoromethyl-pyrimidine-5-carbonyl chloride (613 mg) (Maybridge) and C-cyclobutylmethylamine hydrochloride (304 mg) in dry dichloromethane (10 ml) was cooled to −30° C. and N,N-diisopropylethylamine (958 ul) was added dropwise. The mixture was stirred at room temp for 1 hour. Water (10 ml) was added, the layers separated and the organic layer was washed sequentially with 10 ml portions of water, dilute hydrochloric acid, water, dilute sodium bicarbonate solution and water, dried (MgSO4) and evaporated. Purification by chromatography on silica gel (dichloromethane/ether 25:1) gave the title compound (449 mg).
Aufarbeitung
- customthe layers separated
- washthe organic layer was washed sequentially with 10 ml portions of water, dilute hydrochloric acid, water, dilute sodium bicarbonate solution and water
- dry with materialdried (MgSO4)
- customevaporated
- customPurification by chromatography on silica gel (dichloromethane/ether 25:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-72bb963eb26045a2aaae74fd8b7ceef4
- Quelldatensatz
- uspto-grants-2009_12
- Patentnummer
- US07635701B2
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