Sodium hydride → HCID 10593786, compound

Participants

Reaction Steps

NaH (60%, 0.90 g, 23 mmol), 36 (5.02 g, 18.85 mmol), and 5-bromovaleronitrile (2.4 mL, 21 mmol) in DMF were combined and worked up by the method of 43. Column chromatography (1:1 hexane/EtOAc) provided 5.20 g (79%) of 38 as an oil: NMR δ 1.49-1.66 (m, 4 H), 1.82 (m, 2 H), 2.22 (t, 2 H, J=7), 2.25 (t, 2 H, J=7), 2.29 (s, 3 H), 2.57 (s, 6 H), 3.19 (t, 2 H, J=7), 3.29 (t, 2 H, J=7), 6.95 (s, 2 H). Anal. (C18H25N3O2S) C, H, N.

Provenance & Evidence