Compound 5
(±)-N-((1R,2S)-2-([1,1':3',1''-terphenyl]-4-yl)cyclopropyl)piperidin-4-amine
From: CRISPR-suppressor scanning reveals a nonenzymatic role of LSD1 in AML
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- AW4
Compound data: 1H NMR
Compound data: 13C NMR
Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.
(±)-AW4 was prepared according to the general protocol for (±)-AW2 (3). (±)-AW4•HCl was isolated as a yellow solid (31% yield, two steps). 1H NMR (500 MHz, DMSO-d6) δ: 9.96 (d, J = 11.3 Hz, 2H), 9.04 (d, J = 10.7 Hz, 1H), 8.85 (d, J = 11.2 Hz, 1H), 7.87 (d, J = 1.9 Hz, 1H), 7.73 (dd, J = 18.2, 7.9 Hz, 4H), 7.68–7.60 (m, 2H), 7.55 (t, J = 7.7 Hz, 1H), 7.49 (t, J = 7.6 Hz, 2H), 7.40 (t, J = 7.3 Hz, 1H), 7.30 (d, J = 8.1 Hz, 2H), 3.59–3.41 (m, 3H)9, 3.07–2.88 (m, 3H), 2.63 (ddd, J = 10.1, 6.5, 3.6 Hz, 1H), 2.31–2.20 (m, 2H), 1.98–1.85 (m, 2H), 1.62 (dt, J = 10.5, 5.5 Hz, 1H), 1.36 (q, J = 6.7 Hz, 1H). 13C NMR (126 MHz, DMSO-d6) δ: 140.94, 140.45, 140.14, 138.38, 138.12, 129.58, 128.94, 127.59, 126.96, 125.82, 125.67, 124.94, 52.67, 41.41, 35.17, 25.09, 20.32, 12.77. HRMS (ESI) (m/z) calc’d for C26H28N2 [M+H]+: 369.2325, found 369.2323.
