Sodium Bicarbonate → HCID 11407837, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube, 50 mg (0.15 mmol) of (RS,SR)-2-benzenesulfonyl-2-(3-oxo-cyclohexyl)-propionic acid methyl ester in 4 mL of glacial acetic acid were treated with 27 mg (0.18 mmol, 1.2 eq) of (6-chloro-pyridin-3-yl)-hydrazine hydrochloride and stirred at 115° C. for 3 hours. An aqueous solution of NaHCO3 was added until pH=7 was reached, and the mixture was extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and evaporated. A column chromatography on silica gel with heptane/EtOAc 1:1 followed by trituration with Et2O yielded 52 mg (76%) of (RS,SR)-2-benzenesulfonyl-2-(2-chloro-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]indol-7-yl)-propionic acid methyl ester as a white solid, MS: 433 (MH+).

Provenance & Evidence