Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,6-dichloro-4-phenylquinazoline | HCID 1628221 | — |
| Reactant | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68661530 | HCID 68661530 | 73.6% |
Reaction Steps
To 550 mg of 2,6-dichloro-4-phenylquinazoline (compound No. Ia1-3) and 419 mg of glycine ethyl ester hydrochloride were added 3 ml of DMF and 607 mg of triethylamine, followed by stirring at 85° C. for 5.5 hours. The resulting reaction solution was poured into 100 ml of water and extracted with ethyl acetate. The extract was concentrated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:1 to 3:1 to obtain 503 mg of the titled compound. Mp.146.1° C. 1H NMR (CDCl3): 1.30 (3H, t, J=7.2 Hz), 4.25 (2H, q, J=7.2 Hz), 4.31 (2H, d, J=5.2 Hz), 5.97 (1H, br. s), 7.54-7.63 (5H, m), 7.67-7.70 (2H, m), 7.79 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08722580B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-e9f2994e9ba747a7af6dded903bbb9e0 |
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| Source note | uspto-grants-2014_05 |
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