Diisopropylethylamine → HCID 66613954, compound

Participants

Reaction Conditions

Reaction Steps

To (7-(benzyloxy)-4-chloroquinazolin-2-yl)(4-fluorophenyl)methanone (380 mg, 0.97 mmol) in DMF (10 mL) at rt were added DIEA (500 uL, 2.90 mmol), 5-methyl-1H-pyrazol-3-amine (280 mg, 2.90 mmol), and KI (161 mg, 0.97 mmol). After stirring at 40° C. for 18 h, the solution was cooled and diluted with water. After standing at 0° C. for 1 h, the precipitate was collected by filtration and dried under reduced pressure to afford (7-(benzyloxy)-4-(5-methyl-1H-pyrazol-3-ylamino)quinazolin-2-yl)(4-fluorophenyl)methanone as a yellow solid (365 mg, 83%) 1H NMR (300 MHz, DMSO-d6) δ ppm 2.18 (s, 3 H) 5.30 (s, 2 H) 6.48 (s, 1H) 7.33-7.44 (m, 8 H) 7.50-7.52 (m, 2 H) 8.07 (m, 2 H) 8.65 (m, 1 H) 10.53 (s, 1 H) 12.18 (s, 1 H). LC-MS (ESI) m/z 454 (M+H)+

Provenance & Evidence