Trifluoroacetic acid → HCID 59300132, compound

Participants

Reaction Steps

2-(1-methoxy-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (1.0 g, 4.4 mmol) in CH2Cl2 (25 mL) is cooled to 0° C. and TFA (2.5 mL) is added dropwise. The mixture is allowed to stir at room temperature overnight. The volatiles were removed and CH3CN (20 mL) is added. After addition of 4-nitrobenzyl bromide (1.25 g, 5.78 mmol) and K2CO3 (2.0 g, 14.4 mmol) the mixture is stirred at room temperature for 5 hours. Aqueous workup followed by chromatography. (260 mg, 25%). 1H NMR (300 MHz, CDCl3) ∂8.17 (2H, d, J=8.7 Hz), 7.51 (2H, d, J=8.4 Hz), 4.29 (1H, d, J=14.4 Hz), 3.48 (1H, d, J=14.4 Hz), 3.30-3.33 (1H, m), 3.32 (3H, s), 2.88-2.91 (1H, m), 2.73-2.78 (1H, m), 2.14-2.19 (1H, m), 1.61-1.85 (4H, m), 1.15 (3H, d, J=6.6 Hz).

Provenance & Evidence