Lithium Hydroxide → HCID 136027576, compound

Participants

Reaction Steps

A mixture of 1-[7-chloro-6-(3,4-dihydro-1H-isoquinolin-2-yl)-4-oxo-3,4-dihydro-quinazolin-2-yl]-1H-pyrazole-4-carboxylic acid, ethyl ester (0.35 g, 0.78 mmol), THF (12 mL), and aqueous 1M LiOH (7.8 mL, 7.8 mmol) was stirred at rt for 16 h. The THF was removed, and the aqueous mixture was cooled in an ice bath. The pH was adjusted to ca. 5 using 1M aqueous HCl, and the resulting precipitate was collected, washed well with water, and dried to afford the titled compound (0.33 g, 99%). MS (ESI): mass calcd. for C21H16ClN5O3, 421.1; m/z found, 422.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6): 13.22-12.69 (br m, 2H), 8.92 (s, 1H), 8.25 (s, 1H), 7.88-7.73 (m, 2H), 7.24-7.16 (m, 4H), 4.31 (s, 2H), 3.39 (t, J=5.6, 2H), 3.00 (t, J=5.5, 2H).

Provenance & Evidence