Thiophenol → HCID 68095272, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (145 mg, 0.5 mmol), benzenethiol (55 mg, 0.50 mmol), 1,1′-bis(diphenylphosphino)ferrocene (41.8 mg, 0.10 mmol), palladium(II) acetate (22.4 mg, 0.10 mmol) and sodium tert-butoxide (96 mg, 1.0 mmol) in dioxane (15 mL) were stirred at 100° C. overnight under nitrogen. The mixture was diluted with methanol and filtered through a pad of Celite. The pad was washed with methanol. The combined filtrates were concentrated to dryness and purify by Prep-HPLC to give the product (42.5 mg, 26%). LCMS (ESI): RT (min)=1.202, M+H+=320.9, method=A. 1H NMR (400 MHz, DMSO-d6) δ 10.93 (s, 1H), 9.06 (s, 1H), 8.41 (s, 1H), 8.02 (t, J=0.8 Hz, 1H), 7.84 (d, J=8.8 Hz, 1H), 7.53 (dd, J=1.6, 8.4 Hz, 1H), 7.38-7.31 (m, 5H), 2.09-1.99 (m, 1H), 0.83-0.79 (m, 4H).

Provenance & Evidence