Methanol → HCID 52920205, compound

Participants

Reaction Conditions

Reaction Steps

(4-(6-(3-Aminophenyl)-1H-indol-1-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)methyl pivalate (30 mg, 0.068 mmol) was dissolved in THF (1 mL). At room temperature, 1-isocyanato-2-methoxybenzene (32.6 μL, 0.25 mmol) was added. The reaction mixture was stirred at 50° C. for 3 hours and cooled to room temperature. After adding 1 N NaOH (1 mL) and MeOH (1 mL), the mixture solution was stirred at room temperature for 2 hours. After adding ethyl acetate and water, the organic layer was separated. The aqueous layer was extracted with ethyl acetate and the combined organic layer was washed with brine, dried with magnesium sulfate, and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, DCM:MeOH=20:1) yielded 1-(3-(1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indol-6-yl)phenyl)-3-(2-methoxyphenyl)urea (24.3 mg, 0.051 mmol) as white solid.

Provenance & Evidence