Triethylamine → HCID 68428921, compound

Participants

Reaction Steps

To a suspension mixture of 1-benzo[1,3]dioxol-5-ylmethyl-3-bromo-2-(4-chloro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (320 mg, 0.60 mmol)(from Example 35(e)) in CH2Cl2 (3 mL) at 0° C. was added 2,2-dimethyl-propionyl chloride (87.4 mg, 0.73 mmol) and triethylamine (122 mg, 1.20 mmol). Resulting mixture was stirred at room temperature for 1.5 h. It was diluted with CH2Cl2 and washed with 0.1 N HCl aqueous solution, water and brine. The organic layer was dried over MgSO4, filtered, and concentrated. The crude residue was purified by silica gel chromatography (eluting with 5%-20% EtOAc in CH2Cl2) to give the title compound 361 mg. MS-(+)-ion: M+1=614.98, 613.02.

Provenance & Evidence