Hydrochloric Acid → HCID 57963246, compound

Participants

Reaction Steps

The mixture of [2,4-difluoro-3-(7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-carbamic acid benzyl ester (25) and [2,4-difluoro-3-(7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl)-phenyl]-carbamic acid methyl ester (26) from the last step was dissolved in 30 mL of 1,4-dioxane and 25 mL of 10 N aqueous sodium hydroxide was added. The mixture was heated to reflux for 2 hours, then acidified with 6 N hydrochloric acid and adjusted to pH˜8 with addition of some sodium bicarbonate. This was extracted with ethyl acetate and the organic layer was washed with water and brine, then dried with magnesium sulfate and filtered. The filtrate was concentrated under vacuum and the resulting residue was suspended in acetonitrile and sonicated for 30 minutes. The precipitated material was collected by filtration to provide the desired compound as a yellow solid (27, 263 mg). 1H-NMR(dmso-d6) was consistent with the desired compound. MS(ESI) [M+H+]=274.8.

Provenance & Evidence