Dimethylamine → HCID 59825008, compound

Participants

Reaction Steps

Hydroxy-{5-[3-(2-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyridin-3-yl}-acetic acid (208 mg, 0.393 mmol) was dissolved in dichloromethane (3.0 mL) and cooled in an ice water bath. Di-iso-propylethylamine (137 μL, 0.786 mmol) and pivaloyl chloride (48.3 μL, 0.393 mmol) were added. After 10 minutes, dimethylamine solution (2 M tetrahydrofuran) was added (393 μL, 0.786 mmol) and the mixture was stirred for 15 h. The mixture was then diluted with dichloromethane and washed with saturated sodium bicarbonate (1×) and brine (1×), dried over sodium sulfate, filtered and concentrated to a foam (quantitative). The material was used as is in the next step. MS: m/z 641 (M+H+).

Provenance & Evidence