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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Lithium Hydroxide | HCID 3939 | — |
| Edukt | 1-Bromopropane | HCID 7840 | — |
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | 3-Propoxyisoxazole-5-carboxylic acid | HCID 22134224 | — |
| Edukt | 4-(5-Undecylpyrimidin-2-yl)phenol | HCID 135619682 | — |
| Edukt | HCID 178498603 | HCID 178498603 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | HCID 86662288 | HCID 86662288 | — |
| Produkt | 4-(5-Undecyl-pyrimidin-2-yl)phenyl 3-propyloxy-isoxazole-5-carboxylate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07052742B1 |
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| Quelldatensatz | uspto-grants-2006_05 |
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| ORD ID | ord-a327110eb985418eb6bfdfa87d7228e8 |
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| Quellennotiz | uspto-grants-2006_05 |
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