反应详情

To a stirred solution of 4-[3-(4-nitrophenyl)-1-ethyl-1H-pyrazol-4-yl]-2-[3-(dimethylaminomethyl)phenyl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine (1.1 mmol) in HOAc (20 mL) was added portionwise zinc dust (8.0 mmol) over 5 minutes. The reaction was stirred at room temperature for 1 h, filtered through a pad of Celite, rinsed with acetic acid, and concentrated to dryness under vacuum. The residue was re-evaporated several times from methanol/toluene to remove the excess acetic acid, taken up in methanol (35 mL) and treated with 6 N sodium hydroxide (1.5 mL). The reaction mixture was stirred and heated at 70° C. for 8 h. After cooling to room temperature the reaction was concentrated under vacuum, triturated with cold water, filtered, washed with water, and dried under vacuum to give the crude product as a pale orange solid: ESMS [M+H]+: 437.2

1. filtrationfiltered through a pad of Celite
2. washrinsed with acetic acid
3. concentrationconcentrated to dryness under vacuum
4. customThe residue was re-evaporated several times from methanol/toluene
5. customto remove the excess acetic acid
6. additiontreated with 6 N sodium hydroxide (1.5 mL)
7. stirringThe reaction mixture was stirred
8. temperatureheated at 70° C. for 8 h
9. temperatureAfter cooling to room temperature the reaction
10. concentrationwas concentrated under vacuum
11. customtriturated with cold water
12. filtrationfiltered
13. washwashed with water
14. customdried under vacuum