2-Propanethiol → HCID 57411213, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (725 mg, 2.5 mmol), propane-2-thiol (281 mg, 3.75 mmol), palladium(II) acetate (11.2 mg, 0.05 mmol), 1,1′-bis(diphenylphosphino)ferrocene (33.4 mg, 0.06 mmol) and sodium tert-butoxide (480 mg, 5.0 mmol) in dioxane (5 mL) was stirred at 100° C. overnight under nitrogen. The reaction mixture was diluted with ethyl acetate (10 mL) and filtered. The solid was extracted with ethyl acetate (20 mL×3). The organic layer was combined, dried with sodium sulfate, filtered and concentrated in vacuo. It was purified by prep-HPLC to give the product (130 mg, 19%). LCMS (ESI): RT (Min)=1.285, M+H =286.9, method=A; 1H NMR (MeOD-d4, 400 MHz): δ 8.96 (s, 1H), 8.36 (s, 1H), 7.96 (t, J=0.8 Hz, 1H), 7.75 (d, J=8.8 Hz, 1H), 7.65 (dd, J=2.0, 8.8 Hz, 1H), 3.59-3.55 (m, 1H), 1.93-1.91 (m, 1H), 1.33 (d, J=6.4 Hz, 6H), 1.01-0.99 (m, 2H), 0.91-0.89 (m, 2H).

Provenance & Evidence