Phosphorus oxychloride → 4-chloro-5H-pyrrolo[3,2-d]pyrimidine

Into a 50-mL round-bottom flask was placed a solution of 3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (5 g, 35.52 mmol, 1.00 equiv, 96%) in trichlorophosphate (20 mL). The resulting solution was stirred at reflux for 1 h, concentrated under vacuum, dissolved in 100 mL of ethyl acetate, washed with 2×100 mL of 10% aqueous sodium bicarbonate and 1×100 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column eluted with ethyl acetate/petroleum ether (1:8) to afford 2 g (36%) of 4-chloro-5H-pyrrolo[3,2-d]pyrimidine as a yellow solid.

1. customInto a 50-mL round-bottom flask was placed
2. temperatureat reflux for 1 h
3. concentrationconcentrated under vacuum
4. dissolutiondissolved in 100 mL of ethyl acetate
5. washwashed with 2×100 mL of 10% aqueous sodium bicarbonate and 1×100 mL of brine
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated under vacuum
8. washeluted with ethyl acetate/petroleum ether (1:8)

ORD 기록

ord-560da826fa614b719f09a464b0605a0e

출처 데이터셋

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08653089B2