298690-90-1

(S)-2-(4-Fluorophenyl)pyrrolidine is a pyrrole compound and can be used in the synthesis of organic compounds.

(S)-2-(4-Fluorophenyl)pyrrolidine, also known as amide 2-(4-fluorophenyl)-2-pyrrolidinone, is a drug that has been discovered but not yet clinically developed. It is a blocker of the atrial natriuretic peptide receptor.

H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral]
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

The mixture of tert-butyl (4-(4-fluorophenyl)-4-oxobutyl)carbamate (0.2 mmol) and trifluoroacetic acid (equiv) in CH2Cl2 was stirred under nitrogen for 3 h. After all the acid and solvent had been removed under vacuum, the obtained substance was transferred to a nitrogen-filled glovebox and dissolved in a mixed solvent of toluene/THF (5:1, 1 mL). Ti(OiPr)4 (0.24 mmol), DABCO (0.04 mmol), Ir-L9 (0.002 mmol) and KI (0.04 mmol) were added subsequently to the above solution. The total solution was made to 3.0 mL. The resulting vial was transferred to an autoclave, which was charged with 50 atm of H2, and stirred at 50 °C for 13 h. The solution was quenched with aqueous sodium bicarbonate solution. The organic phase was concentratedand the metal complex was removed by using a short silica plug to give the (S)-2-(4-Fluorophenyl)pyrrolidine.