Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 6-fluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylate | HCID 136029321 | — |
| Reactant | HCID 178509870 | HCID 178509870 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178522989 | HCID 178522989 | 25% |
Reaction Steps
A suspension of 1-(3-{[2-(1H-1,2,4-triazol-3-ylthio)ethyl]oxy}phenyl)methanamine obtained in Reference Example 3 (318 mg, 1.27 mmol), ethyl 6-fluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylate obtained in Reference Example 52 (100 mg, 0.423 mmol) and diisopropylethylamine (0.442 mL, 2.54 mmol) in THF (9 mL)-ethanol (3 mL) was stirred at 90° C. for 2 days. The reaction solvent was evaporated under reduced pressure, and the residue was extracted with 0.1N hydrochloric acid and THF-ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated. The residue was crystallized from toluene-ethanol, and the obtained crude crystals were recrystallized from THF-IPE to give the title compound as a white powder (45.7 mg, 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915267B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-a4164b85123f4641bbe9f84ec65aebd5 |
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| Source note | uspto-grants-2011_03 |
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