Hydrochloric Acid → HCID 70655426, compound

Participants

Reaction Steps

A solution of 2-((2S)-4-(thiophen-2-ylsulfonyl)-1-(4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl)piperazin-2-yl)acetonitrile (1.10 g, 2.40 mmol) and 5 M NaOH (3 mL) in 2:1 water-EtOH (10 mL) was heated to 150° C. and stirred for 1 h. Afterwards, the mixture was diluted with water (30 mL) and then neutralized with concentrated HCl to a pH of about 2 to 3. The aqueous solution was extracted with 3×EtOAc (20 mL). The organic layer was dried over is MgSO4, filtered, and concentrated. The crude product was then dissolved in 1 N NaOH. The basic solution was extracted with 2×EtOAc. The basic aqueous solution was then neutralized with concentrated HCl and extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was dissolved in EtOAc (30 mL) and the solution was slowly acidified with 1 N HCl in diethyl ether. The resulting precipitate was collected and dried to give ((2S)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)acetic acid hydrochloride (0.655 g).

Provenance & Evidence