Selectfluor → 4-Chloro-5-fluoro-7H-pyrrolo(2,3-d)pyrimidine

Temperature

70 °C

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (E-1) (5.01 g, 32.6 mmol, 1 eq) and Selectfluor (17.32 g, 48.9 mmol, 1.5 eq) are dissolved in a mixture of dry acetonitrile (250 mL) and AcOH (50 mL). The resulting mixture is stirred at 70° C. under argon for 16 h. The mixture is concentrated in vacuo. The residue is dissolved in a mixture of DCM-ethyl acetate (1:1, 50 mL) and filtered through celite. The filtrate is concentrated in vacuo and the residue is purified by flash chromatography on silica gel (0-0.7% MeOH-DCM) to afford the product, 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (F-1) as a pink solid.

1. concentrationThe mixture is concentrated in vacuo
2. dissolutionThe residue is dissolved in a mixture of DCM-ethyl acetate (1:1, 50 mL)
3. filtrationfiltered through celite
4. concentrationThe filtrate is concentrated in vacuo
5. customthe residue is purified by flash chromatography on silica gel (0-0.7% MeOH-DCM)

ORD record

ord-5c47cdf9653f4972adf9a3b02be56555

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08604032B2