反应详情

温度

50 °C

A mixture of (Z)-2-[2-(1,4-dioxa-spiro[4.4]non-7-yl)-1-(4-methanesulfonyl-phenyl)-vinyl]-1H-pyrrolo[2,3-b]pyridine (enantiomer 2, 150 mg, 0.35 mmol) and 10% palladium on activated carbon (45 mg) in methanol (250 mL) was heated at 50° C. under hydrogen (50 psi) for 5 h. The mixture was cooled to 25° C., the catalyst filtered off, washed with ethyl acetate and concentrated in vacuo. Purification using a Waters automated flash system (column: Xterra 30 mm×100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 2-[2-(1,4-dioxa-spiro[4.4]non-7-yl)-1-(4-methanesulfonyl-phenyl)-ethyl]-1H-pyrrolo[2,3-b]pyridine (85 mg, 56%): LC/MS m/e calcd for C23H26N2O4S [M+H]+ 427.54, observed 427.1.

1. temperatureThe mixture was cooled to 25° C.
2. filtrationthe catalyst filtered off
3. washwashed with ethyl acetate
4. concentrationconcentrated in vacuo
5. customPurification