Acetic Acid → HCID 178419830, compound

Participants

Reaction Steps

A suspension of 69.7 mg (0.25 mmol) trans-4-(isoquinolin-6-yloxy)-cyclohexylamine (17), 52.7 μL triethyl amine (1.25 mmol, 5 eq.) and 21 mg cyclopropanecarbaldehyde (0.3 mmol, 1.2 eq.) in 3 mL trimethylorthoformate was stirred at room temperature for 1 h. Then a solution of 321.6 mg sodium triacetoxy borohydride (1.25 mmol, 5 eq) and 72 μL acetic acid (75.1 mg, 1.25 eq) in 2 mL DMF was added. The reduction was complete after 10 min. Then the solvents were removed in vacuo and the product was isolated via preparative HPLC to yield 41 mg of the title compound as trifluoroacetate. Rt=0.89 min (Method #1). Detected mass: 297.3 (M+H+).

Provenance & Evidence