Ethanol → HCID 57650547, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-tert-butyl 2-(2-(4-chlorobenzyl)-3-(dimethylamino)acryloyl)pyrrolidine-1-carboxylate (1.5 mmol) in n-butanol (10 mL) was added sodium ethoxide in ethanol (5.6 mL, 21 wt. %, 15 mmol) and formamidine acetate (1.56 g, 15 mmol). The reaction mixture was heated at 90° C. for 12 h. After removal of the solvents in vacuo, the residue was dissolved in ethyl acetate. The organic layer was washed with brine three times, dried over sodium sulfate and the solvent was removed in vacuo. Purification by silica gel column chromatography (ethyl acetate/hexane gradient, 10-100% EtOAc) afforded the desired product (320 mg, combined yield for step B and step C was 57%). MS: calculated: 373.16 found (MH+): 374.4.

Provenance & Evidence