Sodium hydride → HCID 86610748, compound

Participants

Reaction Steps

To a stirred solution of 4-chloro-2-fluoro-1-nitrobenzene (2 g, 11.40 mmol) and 3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester in 40 mL of anhydrous DMF, add NaH (0.55 g, 22.79 mmol) at 0° C. in portions. Stir the mixture at room temperature for 1 h, then, pour into ice-water, extract with EtOAc (3×50 mL), dry over MgSO4 and evaporate to afford the compound pure enough to use in the following step without further purification (yellow solid, 4.15 g). Follow a procedure similar to preparation 49 substituting 3-(5-chloro-2-nitro-phenoxy)-pyrrolidine-1-carboxylic acid tert butyl ester for 1-(5-chloro-2-nitro-phenyl)-pyrrolidine to prepare the title compound.

Provenance & Evidence