Compound 6
(±)-N-((1R,2S)-2-(4-(naphthalen-1-yl)phenyl)cyclopropyl)piperidin-4-amine
From: CRISPR-suppressor scanning reveals a nonenzymatic role of LSD1 in AML
View in PubChem | MDL Molfile | Chemdraw file
- AW5
Compound data: 1H NMR
Compound data: 13C NMR
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
(±)-AW5 was prepared according to the general protocol for (±)-AW2 (3). (±)-AW5•HCl was isolated as a yellow solid (21% yield, two steps). 1H NMR (500 MHz, DMSO-d6) δ: 10.12 (s, 2H), 9.29 (s, 1H), 8.98 (s, 1H), 8.21 (d, J = 1.8 Hz, 1H), 7.99 (dd, J = 7.9, 5.2 Hz, 2H), 7.94 (dd, J = 7.6, 1.7 Hz, 1H), 7.84 (dd, J = 8.6, 1.9 Hz, 1H), 7.81–7.74 (m, 2H), 7.59–7.47 (m, 2H), 7.39–7.29 (m, 2H), 3.57–3.47 (m, 1H), 3.39 (d, J = 8.9 Hz, 2H)9, 3.05–2.87 (m, 3H), 2.67 (dt, J = 10.2, 4.8 Hz, 1H), 2.32–2.22 (m, 2H), 1.96 (dq, J = 21.8, 10.3, 9.4 Hz, 2H), 1.66 (dt, J = 10.4, 5.5 Hz, 1H), 1.40–1.33 (m, 1H). 13C NMR (126 MHz, DMSO-d6) δ: 138.25, 138.10, 137.02, 133.30, 132.16, 128.44, 128.12, 127.46, 127.03, 126.98, 126.39, 126.06, 124.92, 52.62, 41.30, 35.29, 25.07, 20.35, 12.80. HRMS (ESI) (m/z) calc’d for C24H26N2 [M+H]+: 343.2169, found 343.2169.
