Methylamine → HCID 24957241, compound

Participants

Reaction Steps

To a room temperature solution of 135 mg (0.24 mmol) of (6-bromo-3-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}indol-1-yl)acetic acid in 1 mL of DMF was added 121 mg (1.2 mmol) of triethylamine followed by 210 mg (0.40 mmol) of benzotriazole-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate (PyBOP). After 5 minutes, 162 mg (2.4 mmol) of methyl amine was added. The mixture stirred overnight and was filtered and purified by HPLC using CH3CN-water buffered with 0.1% TFA (5-90% gradient). The material from the column was concentrated to remove CH3CN. The resulting aqueous portion was extracted with ethyl acetate. The combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo to afford 20.0 mg (15%) of the title compound. LCMS [M+H]=576.35.

Provenance & Evidence