Tetrahydrofuran → 4-Amino-5-bromo-2-chloropyrimidine

A 100 mL round bottom flask was charged with 5-bromo-2,4-dichloropyrimidine (10.0 g, 44 mmol), concentrated ammonium hydroxide (100 mL) and THF (150 mL). The resulting mixture was magnetically stirred at room temperature for 12 h. Work-up: the reaction mixture was diluted with water (100 mL) and then extracted with EtOAc (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel to afford 11 g (quantitative) of the product as a white solid. MS m/z: 208 (M+H+).

1. extractionextracted with EtOAc (50 mL×3)
2. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
3. concentrationconcentrated in vacuo
4. customThe residue was purified by flash column chromatography on silica gel

ORD record

ord-7023e8b791134b458a6dfdf31171833c

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08569300B2