Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | N4-(3-chlorophenyl)quinazoline-4,6-diamine | HCID 11807783 | — |
| Edukt | Ethylcarbodiimide hydrochloride | HCID 21883477 | — |
| Edukt | tetrahydrofuran N,N-dimethylformamide | HCID 21974620 | — |
| Produkt | HCID 18176237 | HCID 18176237 | 48% |
Reaktionsschritte
1-3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1902 mg, 1 mmol) was added to a solution of 6-amino-4[(3-chlorophenyl)amino]quinazoline (136 mg, 0.5 mmol) acrylic acid (74 mg, 1.0 mmol) and pyridine (201 mg, 2.5 mmol) in THF/DMF (4:1, 2.5 mL), stirred under nitrogen at 0° C. After 20 minutes the reaction mixture was stirred at 25° C. for 3 hours, and then poured onto water (12.5 mL), and extracted with EtOAc (2×10 mL). The combined extracts were treated with dilute hydrochloric acid (0.5 M, 10 mL), and the precipitate was collected by Buchner filtration, rinsed with water (10 mL), ether (2×10 mL), and air dried to give N-[4-[(3-chlorophenyl)amino]quinazolin-6-yl]acrylamide hydrochloride (93 mg, 48%) as a dull yellow solid, mp 223-227° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06602863B1 |
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| Quelldatensatz | uspto-grants-2003_08 |
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| ORD ID | ord-b0e20fda70b94efb95f3316988b28dbd |
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| Quellennotiz | uspto-grants-2003_08 |
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