1-(5-Bromopyridin-2-yl)cyclopropane-1-carbonitrile → HCID 54770620, compound

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Reaction Steps

The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-{(S)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-ethyl}-1,3-oxazinan-2-one and 1-(5-bromo-pyridin-2-yl)-cyclopropanecarbonitrile following a procedure analogous to that described in Example 1. Yield: 16% of theory; Mass spectrum (ESI+): m/z=496 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ 0.81 (s, 3H), 1.18 (s, 3H), 1.47 (d, J=7.0 Hz, 3H), 1.70-1.74 (m, 2H), 1.81-1.85 (m, 2H), 2.02 (s, 2H), 2.11-2.20 (m, 1H), 2.38-ca. 2.50 (m, 2H) superimposed by D3CSOCHD2 signal, 3.03 (mc, 1H), 4.23 (s, 1H), 5.44 (q, J=7.0 Hz, 1H), 6.98 (d, J=8.3 Hz, 2H), 7.26-7.39 (m, 5H), 7.44 (d, J=8.3 Hz, 2H), 7.60 (d, J=8.3 Hz, 1H), 8.03 (dd, J=8.3, 2.4 Hz, 1H), 8.73 (d, J=2.0 Hz, 1H).

Provenance & Evidence