1-Naphthalenecarbonyl chloride → HCID 25002414, compound

Participants

Reaction Steps

The amidation of 5-(piperidin-4-ylmethoxy)quinazoline-2,4-diamine (50 mg; 0.18 mmol) was carried out using 1-naphthoyl chloride (70.5 mg; 0.37 mmol) via Method AA to yield 152 mg. (96% yield). 1HNMR (400 MHz, DMSO-d6) δ 7.99 (m, 2H), 7.82 (m, 1H), 7.56 (m, 2H), 7.41 (m, 1H), 7.34 (m, 2H), 7.12 (br s, 2H), 6.76 (d, J=8.0 Hz, 1H), 6.54 (d, J=8.0 Hz, 1H), 5.94 (br s, 2H), 4.74 (t, J=12.0 Hz, 1H), 4.04 (d, J=6.0 Hz, 2H), 3.25 (br d, J=12.4 Hz, 1H), 3.00 (m, 2H), 2.22 (s, 1H), 1.97 (m, 1H), 1.63 (m, 1H), 1.44 (m, 1H), 1.3 (m, 1H). MS m/z (ESI) 428 (M+H)+.

Provenance & Evidence