4-Chloro-6-hydroxyquinazoline

Synthesis

Step E: Preparation of 4-chloroquinazolin-6-ol: 4-chloroquinazolin-6-yl acetate (10.0 g, 44.9 mmol) was dissolved in a methanol solution of ammonia (200 mL, 7N), and the reaction was stirred for 1 hour at room temperature. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to about 3 mL, and the residue was ground with ether to precipitate a tan solid which was collected by filtration and dried to give 4-chloroquinazolin-6-ol (6.50 g, 80% yield).

References

[1] Patent: EP2090575, 2009, A1. Location in patent: Page/Page column 62
[2] Patent: WO2005/26151, 2005, A1. Location in patent: Page/Page column 113
[3] Patent: WO2011/130459, 2011, A1. Location in patent: Page/Page column 60
[4] European Journal of Medicinal Chemistry, 2018, vol. 147, p. 130 - 149