Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 136337191 | HCID 136337191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 136027561 | HCID 136027561 | 95% |
Reaction Steps
Potassium hydroxide (37.4 mg, 0.666 mmol) was added to a mixture of 1-(4-oxo-7-phenyl-3,4-dihydro-quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (48.0 mg, 0.133 mmol), water (0.8 mL) and THF (0.8 mL). The mixture was stirred for 16 h at 23° C. The reaction mixture was concentrated under reduced pressure to remove the THF and the aqueous residue was acidified to pH 2 with 1M aq. HCl. The resulting precipitate was collected by filtration to provide the titled compound (42.0 mg, 85%). MS (ESI): mass calcd. for C18H12N4O3, 332.1; m/z found, 333.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 8.45 (d, J=0.8 Hz, 1H), 7.99 (d, J=8.2 Hz, 1H), 7.78-7.72 (m, 2H), 7.62 (d, J=1.5 Hz, 1H), 7.55 (d, J=0.8 Hz, 1H), 7.49 (t, J=7.6 Hz, 2H), 7.41-7.36 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937078B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-36d2007acb37463aab8b2bd26b3c27cb |
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| Source note | uspto-grants-2015_01 |
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