反应详情

To 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid [1-(S)-(4-fluorobenzyl)-2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]amide (EXAMPLE 5, 50 mg, 0.11 mmol) in anhydrous DMF (3 mL) under argon was added benzylbromide (16 μl, 0.13 mmol) followed by sodium hydride (6.3 mg, 0.16 mmol) and the reaction stirred for 16 h. Solvent was removed in vacuo and the residue partitioned between ethyl acetate (2×20 mL) and water (20 mL). The organic fractions were washed with 1M HCl (20 mL), NaHCO3 (2×20 mL) then brine (2×20 mL), dried (MgSO4) and the solvent removed in vacuo. Crude material was purified by chromatography on silica gel with dichloromethane/methanol (9:1) as the eluent to give the title compound as an off-white powder. m/z (ES+)=535.33 [M+H]+; RT=3.44 min.

1. customSolvent was removed in vacuo
2. customthe residue partitioned between ethyl acetate (2×20 mL) and water (20 mL)
3. washThe organic fractions were washed with 1M HCl (20 mL), NaHCO3 (2×20 mL)
4. dry with materialbrine (2×20 mL), dried (MgSO4)
5. customthe solvent removed in vacuo
6. customCrude material was purified by chromatography on silica gel with dichloromethane/methanol (9:1) as the eluent