Triethylamine → HCID 69290318, compound

Participants

Reaction Conditions

Reaction Steps

(RS)-N-(4-Carbamimidoyl-benzyl)-2-(2-fluoro-4-methoxy-phenyl)-2-methoxy-acetamide hydrochloride (example 15.3, 200 mg) was dissolved in DMF (2.2 ml). The flask was placed in an ice bath. Ethyl chloroformate (58 mg) and triethylamine (160 mg) were added dropwise. The reaction mixture was stirred for 1.5 h at 0° C. Ethyl acetate (30 ml) and ice water (40 ml) were added and the mixture was extracted with ethyl acetate. The organic phase was washed with water, dried, filtered and evaporated. The product was purified by chromatography (silicagel, ethylacetate) to give (RS)-[amino-(4-{[2-(2-fluoro-4-methoxy-phenyl)-2-methoxy-acetylamino]-methyl}-phenyl)-methylene]-carbamic acid ethyl ester (218 mg) as a colorless amorphous solid. MS 418.3 ([M+H]+)

Provenance & Evidence