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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1826551Erstellt: 25. Oktober 2026

Lithium Hydroxide → 4-(5-Undecyl-pyrimidin-2-yl)phenyl 3-propyloxy-isoxazole-5-carboxylate

https://huagongshe.com/reaction/1826551

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
Edukt1-BromopropaneHCID 7840—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt3-Propoxyisoxazole-5-carboxylic acidHCID 22134224—
Edukt4-(5-Undecylpyrimidin-2-yl)phenolHCID 135619682—
EduktHCID 178498603HCID 178498603—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHCID 86662288HCID 86662288—
Produkt4-(5-Undecyl-pyrimidin-2-yl)phenyl 3-propyloxy-isoxazole-5-carboxylateHCID 22134239—

Reaktionsschritte

4.9 g of 4-(5-undecyl-pyrimidin-2-yl)phenol, 1.7 g of 3-propyloxy-isoxazole-5-carboxylic acid (prepared as described by Xue et al., Bioorg. Med. Chem. Letters 8 (1998) 3499 by reacting methyl 3-hydroxy-isoxazole-5-carboxylate, which is commercially available, with 1-bromopropane at 60° C. in dimethylformamide/potassium carbonate followed by hydrolysis with LiOH in tetrahydrofuran) and 2.1 g of dicyclohexylcarbodiimide are stirred for 24 h in 50 ml of dichloromethane at room temperature. Filtration, removal of the dichloromethane by distillation, purification by chromatography (silica gel; dichloromethane/heptane) and recrystallization from acetonitrile affords the target compound as colorless crystals having the phase sequence X 91 SA 109 N 126 I.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07052742B1
Quelldatensatzuspto-grants-2006_05
ORD IDord-a327110eb985418eb6bfdfa87d7228e8
Quellennotizuspto-grants-2006_05