Ammonium Chloride → (S)-tert-butyl 3-(2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)piperidine-1-carboxylate

温度

90 °C

To a solution of 5-chloro-3-(5-fluoro-4-methylsulfonyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine, 1a, (3.5 g, 7.5 mmol) and tert-butyl (3S)-3-aminopiperidine-1-carboxylate (1.8 g, 9.0 mmol) in DMF (32 mL) was added diisopropylethylamine (2.6 mL, 15.1 mmol). The reaction mixture was heated at 90° C. for 75 minutes. The mixture was cooled to room temp and diluted into aqueous saturated NH4Cl solution and extracted with EtOAc. The organic phase was washed with brine (3 times), dried (MgSO4), filtered and concentrated under vacuo. The resulting residue was purified via silica gel chromatography (0%-10% MeOH/CH2Cl2) to afford the desired product 1b as a white solid.

1. temperatureThe mixture was cooled to room temp
2. extractionextracted with EtOAc
3. washThe organic phase was washed with brine (3 times)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated under vacuo
7. customThe resulting residue was purified via silica gel chromatography (0%-10% MeOH/CH2Cl2)

ORDレコード

ord-2ebf328428434b0dab553737c054e3f4

出典データセット

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09345708B2