Methyl {(7 R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7-dihydro pyrido[1,2-alpha]indol-10-yl}acetate → Methyl {(7R)-7-[[(4-fluorophenyl)sulfonyl](methyl)amino]-6,7,8,9-tetrahydro-pyrido[1,2-alpha] indol-10-yl}acetate

Participants

Reaction Steps

To a solution of methyl {(7R)-7-[[(4-fluorophenyl)sulfonyl](methyeamino]-6,7-dihydropyrido[1,2-α]indol-10-yl}acetate (1 equiv.) from step 7 in EtOAc (0.25 M) was added 10% Pd-C (20 mg/mmol) and the flask thoroughly purged with nitrogen. The stirring black solution was purged with hydrogen gas, then left under 1 atmosphere pressure of hydrogen and protected from light. The reaction was stirred for 24 h and then filtered through a plug of Celite 545, the plug was washed with EtOAc (2×), and the combined organics were concentrated under vacuum to give a yellow foam. Purification by column chromatography on silica gel using a CombiFlashRF (Teledyne ISCO) eluting with EtOAc/Hex (20:80 to 40:60) gave the title compound (91%) as a light yellow foam.

Provenance & Evidence