Ammonium Chloride → 5,7-dimethyl-1H-pyrazolo[3,4-c]pyridine

温度

65 °C

To a vigorously stirred solution of 7-bromo-5-methyl-1H-pyrazolo[3,4-c]pyridine (3.65 g, 14.6 mmol) and Pd(PPh3)4 (845 mg, 0.73 mmol) in THF (65 mL) was added trimethylaluminum (14.6 mL, 29.3 mmol; 2 M sol. in toluene) under argon. The reaction mixture was stirred at 65° C. for 60 h, and then was cooled to RT and poured into a sat. aq. NH4Cl solution. The resulting suspension was filtered, the solid was washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3×). The combined organics were washed with brine, then dried (Phase separator) and concentrated under reduced pressure to give 5,7-dimethyl-1H-pyrazolo[3,4-c]pyridine as a solid. MS (LC-MS): 148 [M+H]+, tR (HPLC conditions k): 0.50 min.

1. temperaturewas cooled to RT
2. filtrationThe resulting suspension was filtered
3. washthe solid was washed with water
4. extractionThe filtrate and the combined washings were extracted with EtOAc (3×)
5. washThe combined organics were washed with brine
6. customdried (Phase separator)
7. concentrationconcentrated under reduced pressure

ORDレコード

ord-0411f260596045d087619d14a0e591b5

出典データセット

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09085555B2