Chloroform → (R/S)-3-(Allylamino)-1-(4-bromo-5-isoquinolinesulfony)pyrrolidine

Participants

Reaction Conditions

Reaction Steps

A suspension of 3-amino-1-(4-bromo-5-isoquinolinesulfonyl)pyrrolidine hydrochloride (65 mg) obtained in Example 1 and potassium carbonate (148 mg, Wako Pure Chemical Industries) in N,N-dimethylformamide (5 ml) is added with allyl bromide (0.453 ml, Tokyo Kasei Kogyo), and the mixture is stirred at 50° C. for 12 hours. The reaction mixture is cooled to room temperature, and then added with saturated brine (10 ml) and chloroform (10 ml), and the organic layer is separated. The aqueous layer is extracted 3 times with chloroform (10 ml for each time), and the combined organic layer is washed twice with saturated brine (20 ml for each time). The organic layer is dried over anhydrous magnesium sulfate, and then the solvent is evaporated under reduced pressure. The residue is purified by silica gel chromatography (chloroform:methanol=30:1) to obtain the title compound (30 mg (predictive yield)).

Provenance & Evidence