HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7628Erstellt: 23. Oktober 2026
Potassium Carbonate → 2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide
https://huagongshe.com/de/reaction/7628
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-Fluorobenzylic alcohol | HCID 68008 | — |
| Edukt | Methyl 4-fluoro-2-nitrobenzoate | HCID 14941412 | — |
| Edukt | 4-(3-Fluoro-benzyloxy)-2-nitro-benzoic acid methyl ester | HCID 69594337 | — |
| Edukt | 4-(3-Fluorobenzyloxy)-2-nitro-benzoic acid (3-fluoro-benzyl) ester | HCID 86593646 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-[7-(3-Fluoro-benzyloxy)-2-methyl-4-oxo-4H-quinazolin-3-yl]-acetamide | HCID 10020180 | 76% |
Reaktionsschritte
4-(3-Fluoro-benzyloxy)-2-nitro-benzoic acid (3-fluoro-benzyl) ester and 4-(3-fluoro-benzyloxy)-2-nitro-benzoic acid methyl ester: A mixture of 4-fluoro-2-nitro-benzoic acid methyl ester (9.2 g, 46.3 mmol), 3-fluorobenzyl alcohol (16.7 g, 132.4 mmol) and potassium carbonate (12.8 g, 92.6 mmol) in DMF (210 mL) was heated at 65° C. for 48 h. After cooling to rt, the mixture was poured into water (400 mL), and extracted with diethyl ether (3×100 mL). The combined extracts were washed with brine (100 mL) dried and evaporated. Purification by chromatography on silica gel eluting with ethyl acetate:hexane (1:1) afforded the title compound (14.0 g, 76%) as a light yellow liquid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07087612B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-f243056d574b4911b9c3d4786237c32f |
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| Quellennotiz | uspto-grants-2006_08 |
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