Compound 4

(±)-N-((1R,2S)-2-([1,1':4',1''-terphenyl]-4-yl)cyclopropyl)piperidin-4-amine

From: CRISPR-suppressor scanning reveals a nonenzymatic role of LSD1 in AML

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Synonyms:
  • AW3

Compound data: 1H NMR

Compound data: 13C NMR

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

(±)-AW3 was prepared according to the general protocol for (±)-AW2 (3). (±)-AW3•HCl was isolated as a yellow solid (28% yield, two steps). 1H NMR (500 MHz, DMSO-d6) δ: 9.94 (s, 2H), 9.07–8.97 (m, 1H), 8.84 (d, J = 11.5 Hz, 1H), 7.76 (s, 4H), 7.74–7.66 (m, 4H), 7.49 (t, J = 7.6 Hz, 2H), 7.38 (t, J = 7.4 Hz, 1H), 7.31 (d, J = 8.0 Hz, 2H), 3.58–3.43 (m, 3H)9, 3.03 (td, J = 8.3, 4.1 Hz, 1H), 2.94 (q, J = 12.0 Hz, 2H), 2.62 (ddd, J = 10.4, 6.2, 3.4 Hz, 1H), 2.25 (d, J = 13.3 Hz, 2H), 1.97–1.84 (m, 2H), 1.62 (dt, J = 10.4, 5.5 Hz, 1H), 1.36 (q, J = 6.7 Hz, 1H). 13C NMR (126 MHz, DMSO-d6) δ: 139.08, 138.66, 138.06, 137.81, 136.66, 128.98, 127.18, 127.16, 126.97, 126.59, 126.53, 52.65, 41.40, 35.13, 24.98, 20.31, 12.25. HRMS (ESI) (m/z) calc’d for C26H28N2 [M+H]+: 369.2325, found 369.2325.

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