Sodium Hydroxide → HCID 90449654, compound

Participants

Reaction Steps

5-Bromo-N-(5-chlorothiazol-2-yl)-1′-(2-acetoxyacetyl)spiro[indoline-3,3′-pyrrolidine]-1-carboxamide (64.0 mg, 0.136 mmol) was dissolved in a mixed solvent of tetrahydrofuran (2 mL) and methanol (1 mL). Thereafter, an aqueous solution of sodium hydroxide (2 M, 0.5 mL) was added to the above obtained solution at room temperature, and the obtained mixture was then stirred for 30 minutes. Thereafter, the reaction solution was diluted with water, and was then extracted with ethyl acetate. The organic layer was washed with brine, and was then dried over anhydrous sodium sulfate, followed by concentration in vacuo. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:1→7:1) to obtain the captioned compound (37.8 mg, 65%) in the form of a white solid.

Provenance & Evidence