Morpholine → HCID 178420000, compound

Participants

Reaction Conditions

Reaction Steps

N-(Trans-3-(6-chloro-9H-purin-9-yl)cyclobutyl)quinazolin-2-amine (example 21, 0.0681 g, 0.194 mmol) was dissolved in morpholine (2.0 ml, 22.97 mmol) and heated in the microwave to 100° C. for 20 minutes. The solution was evaporated to dryness under reduced pressure and further dried under high vac. Purification using silica chromatography (0-10% methanol in dichloromethane gradient) gave the desired N-(trans-3-(6-morpholino-9H-purin-9-yl)cyclobutyl)quinazolin-2-amine (0.038 g, 0.094 mmol, 48.8% yield) as an off white solid. M+1: 403.2. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 2.80 (ddd, J=13.30, 8.31, 4.79 Hz, 2 H) 3.02-3.20 (m, 2 H) 3.85 (t, J=4.69 Hz, 4 H) 4.33 (br. s., 4 H) 4.78-4.94 (m, 1 H) 5.30 (quin, J=7.60 Hz, 1 H) 5.93 (br. s., 1 H) 7.23-7.34 (m, 1 H) 7.62 (d, J=8.22 Hz, 1 H) 7.66-7.75 (m, 2 H) 7.96 (s, 1 H) 8.37 (s, 1 H) 9.02 (s, 1 H).

Provenance & Evidence