1-Bromopropane → HCID 23135147, compound

Participants

Reaction Steps

To a solution of 1-benzyl-5-hydroxy-1,4,5,6-tetrahydrocyclo-penta[c]pyrazole-3-carbonitrile-(see Example 9.7, 30 mg, 0.125 mmol) in anhydrous DMF (2 mL) was added sodium hydride (6 mg, 0.15 mmol, 60% dispersion in oil). After stirring for 3 minutes propyl bromide was added (14 μL, 0.15 mmol) and the resulting mixture stirred for an hour. At the end of this time sodium hydride (6 mg, 0.15 mmol, 60% dispersion in oil) and propyl bromide were added. After 30 minutes the reaction was quenched by adding saturated NH4Cl (3 mL). The resulting mixture was extracted with ethyl acetate, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by PTLC (SiO2) using 15% ethyl acetate-hexanes to give the desired product.

Provenance & Evidence