4-Amino-8-bromo-2-chloroquinazoline

Compound 19-e (1.2 g, 4.35 mmol) was dissolved in dichloromethane (5 mL) and then ammonia (50 mL, 7 Min methanol), was added and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixturewas concentrated under reduced pressure and the residue was added to water (50 mL), a solid was precipitated andfiltered. The filter cake was washed with water (50 mL) and dried in vacuo to deliver a yellow solid 19-d (1.5 g, yield:100percent). This product was used directly for the next step without further purification8-bromo-2, 4-dichloroquinazoline (13.90 g, 50 mmol) was dissolved in DCM (60 mL) and ammonia was bubbled through the reaction solution with stirring overnight at room temperature. A suspension was formed, and the precipitate was collected by filtration to give crude title compound as a white solid (12.93 g, 99percent).To a solution of ammonia hydroxide (25 mL, 330 mmol, 10 eq.) in THF (50 mL) cooled to 0 °C was added a solution of 8-bromo-2, 4-dichloroquinazoline (9.1 g, 32.7 mmol, 1 eq.) in THF (50 mL). The mixture was stirred at 0 °C for 30 min, then diluted with EA (100 mL), washed with brine, dried over anhydrous Na[0288] To a solution of ammonia hydroxide (25 mL, 330 mmol, 10 eq.) in THF (50 mL) cooled to 0 °C was added a solution of 8-bromo-2, 4-dichloroquinazoline (9.1 g, 32.7 mmol, 1 eq.) in THF (50 mL). The mixture was stirred at 0 °C for 30 mm, then diluted with EA (100 mL), washed with brine, dried over anhydrous Na2504 and concentrated. The resulting residue was purified via column chromatography (PE/EA=10: 1, v/v) to afford 8-bromo-2- chloroquinazolin-4-amine as a yellow solid (7.1 g, 83.5percent yield).

Molecular Weight:258.50
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:256.93554
Monoisotopic Mass:256.93554
Topological Polar Surface Area:51.8
Heavy Atom Count:13
Complexity:192
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes