Water → 1-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid

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Lithium hydroxide monohydrate (25.5 mg, 0.608 mmol) and water (0.45 mL) were added to 1-(4-oxo-3,4,6,7,8,9-hexahydro-benzo[g]quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (87.5 mg, 0.259 mmol) in THF (0.55 mL). The reaction mixture was stirred at room temperature for 18 h and was then concentrated. The residue was redissolved in water (5 mL) and this solution was brought to pH 1 with 1M aqueous HCl. The resulting precipitate was collected and dried to yield the titled compound (76.6 mg, 95% yield). MS (ESI/Cl): mass calcd. for C16H14N4O3, 310.1; m/z found, 311.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 13.00 (s, 1H), 12.61 (s, 1H), 8.91 (s, 1H), 8.24 (s, 1H), 7.83 (s, 1H), 7.40 (s, 1H), 2.89 (br d, J=4.7 Hz, 4H), 1.84-1.72 (m, 4H).

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