7-Bromoquinazoline

214 215 216Part A:To a solution of compound 214 (1.04 g, 7.99 mmol) in concentrated sulfuric acid at room temperature was added N-bromosuccinimide (2.13 g, 11.9 mmol). The reaction mixture was stirred at room temperature for 16 hours at which time thin layer chromatography (5percent MeOH / DCM) indicated the reaction was complete. The reaction mixture was poured onto crushed ice (~50 ml_) and the pH adjusted to 7 using ammonium hydroxide. The resulting slurry was stirred for 1 hour at O214 215 216Part A:To a solution of compound 214 (1.04 g, 7.99 mmol) in concentrated sulfuric acid at room temperature was added N-bromosuccinimide (2.13 g, 11.9 mmol). The reaction mixture was stirred at room temperature for 16 hours at which time thin layer chromatography (5percent MeOH / DCM) indicated the reaction was complete. The reaction mixture was poured onto crushed ice (~50 ml_) and the pH adjusted to 7 using ammonium hydroxide. The resulting slurry was stirred for 1 hour at O0C, after which it was filtered and washed with ice-cold water (3x30 ml_). Purification by column chromatography (SiO2, 5percent MeOH / DCM) afforded compound 215 as a beige solid 0.53 g (32percent). 1H NMR (400 MHz, DMSO-d6) delta 9.57 (s, 1 H), 9.32 (s, 1 H), 8.46 (d, 1 H), 8.14 (dd, 1 H), 7.96 (d, 1 H).

Molecular Weight:209.04
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Exact Mass:207.96361
Monoisotopic Mass:207.96361
Topological Polar Surface Area:25.8
Heavy Atom Count:11
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes