Isopropylethylamine → HCID 178463613, compound

Participants

Reaction Conditions

Reaction Steps

A slurry of N-ethylisopropylamine (1.40 mL, 11.56 mmol) and 8-bromo-2-chloroquinazolin-4-ol (407c; 0.10 g, 0.385 mmol) was sealed in a microwave tube and heated to 170° C. for 30 min. The reaction was judged complete and clean. The reaction was partitioned between satd aq ammonium chloride and DCM. The aqueous layer was extracted with DCM 3 times, and the combined organics were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give 8-bromo-2-(ethyl(isopropyl)amino)quinazolin-4-ol (0.116 g, 0.374 mmol, 97% yield) as a brown semi-solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.87 (2H, m), 6.96 (1H, t, J=7.7 Hz), 4.81 (1H, dt, J=13.4, 6.7 Hz), 3.51 (2H, q, J=7.0 Hz), 1.13-1.24 (9H, m). m/z (ESI, +ve ion) 310.0/312.0 (M+H)+.

Provenance & Evidence