4-Chloro-6,7-dihydro-5H-cyclopenta-pyridin-7-OL

Synthesis

1239661-60-9

126053-15-4

The general procedure for the synthesis of 4-chloro-6,7-dihydro-5H-cyclopenta[B]pyridin-7-ol from 4-chloro-5,6-dihydro-7H-cyclopenta[B]pyridin-7-one was as follows: sodium tetrahydroborate (1.92 g, 50.67 mmol) was added batchwise to a methanol (80 mL) solution of intermediate 1 (7.72 g, 46.06 mmol) at 5 °C ) solution. The reaction mixture was stirred overnight at room temperature and subsequently poured into water. The mixture was extracted three times with ethyl acetate. The organic layers were combined, washed sequentially with water and sodium chloride solution, separated and dried over magnesium sulfate, filtered and the solvent concentrated to give Intermediate 3 (6.38 g, 81.7% yield, as a 50/50 RS mixture). The product can be used directly in subsequent reactions without further purification.

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