Phenylacetic Acid → HCID 66743320, compound

Participants

Reaction Steps

To a stirred solution of 6′-(pyridin-4-yl)-1′H-spiro [piperidine-4,2′-thieno[3,2-d]pyrimidin]-4′(3′H)-one (0.050 g, 0.17 mmol) in DMF (5 mL) were added phenylacetic acid (0.030 g, 0.22 mmol), N,N-diisopropylethylamine (0.12 mL, 0.68 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.050 g, 0.26 mmol) and hydroxybenzotriazole (0.035 g, 0.26 mmol). The mixture was allowed to stir overnight. Then, the reaction was poured into saturated NaHCO3 (75 mL) and the mixture was extracted with 3:1 tetrahydrofuran/ethyl acetate (3×75 mL). The combined organic layers were concentrated and the residue was diluted with water (5 mL) and sonicated for 1 min. Then, the solids were collected by filtration to give the title compound (0.0151 g, 21%) as a yellow solid:

Provenance & Evidence