HCID 86670371, compound → HCID 86670372, compound

Participants

Reaction Steps

In a 50-mL round-bottomed flask a mixture of (S)-2-(2-(4-(5-bromothiophen-2-ylsulfonyl)-2-((tetrahydro-2H-pyran-4-yl)methyl)piperazin-1-yl)pyrimidin-5-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol (60 mg, 0.092 mmol) and 10% Pd/C (19.5 mg, 0.018 mmol) in EtOH (10 mL) stirred under 1 atm of H2 for 8 h. Afterwards, the mixture was filtered through a pad of Celite® (diatomaceous earth). The filtrate was concentrated and the crude product was purified by carefully filtering through a plug of silica gel using 5% MeOH in CH2Cl2 as the eluent. Concentration of the filtrate yielded 1,1,1,3,3,3-hexafluoro-2-(2-((2S)-2-(tetrahydro-2H-pyran-4-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)-5-pyrimidinyl)-2-propanol (32 mg).

Provenance & Evidence