Trifluoroacetic acid → (RS,SR)-2-(1-benzenesulfonyl-2-methoxy-1-methyl-ethyl)-7-chloro-1,2,3,4-tetrahydro-cyclopenta[b]indole

Participants

Reaction Steps

52 mg (0.1 mmol) (RS,SR)-2-(1-benzenesulfonyl-2-methoxy-1-methyl-ethyl)-7-chloro-2,3-dihydro-1H-cyclopenta[b]indole-4-carboxylic acid tert-butyl ester were dissolved in 4 mL CH2Cl2 at 0° C. Then, 1 mL of TFA was added dropwise and the temperature was slowly raised to RT and the reaction was stirred for 20 minutes. The reaction was quenched with a saturated NaHCO3 solution. The organic phase was dried over Na2SO4, filtered and evaporated. Column chromatography on silica gel (EtOAc/heptane 1:2) yielded 11 mg (26%) (RS,SR)-2-(1-benzenesulfonyl-2-methoxy-1-methyl-ethyl)-7-chloro-1,2,3,4-tetrahydro-cyclopenta[b]indole as a white powder, MS: 404 (MH|).

Provenance & Evidence