Ammonium Hydroxide → HCID 66583264, compound

Participants

Reaction Conditions

Reaction Steps

To a 20-mL vial was added (2S)-2-(4-(4-((6-chloro-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1-trifluoro-2-propanol (0.235 g, 0.482 mmol), EtOH (3.0 mL), and ammonium hydroxide (30%, 3.0 mL, 23 mmol, J. T. Baker, Philipsburg, N.J.). The vial was sealed and heated at 110° C. for 20 h. The reaction mixture was cooled to rt and the solvent was removed in vacuo. The residue was partitioned between water (20 mL) and DCM (40 mL). The aqueous layer was extracted with DCM (2×20 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The crude product was purified by column chromatography (40 g of silica, 10 to 30% acetone in hexanes) to afford (2S)-2-(4-(4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1-trifluoro-2-propanol (0.180 g) as a mixture of two isomers.

Provenance & Evidence