Phosphorus oxychloride → HCID 86698293, compound

Temperature

60 °C

A mixture of 6-tert-butylfuro[2,3-d]pyrimidin-4(3H)-one (1.0 g) and POCl3 (10 mL) was stirred at 55-65° C. for 3 h. The reaction mixture was poured into ice cold water and stirred for 10 min. The solution was extracted with chloroform (3×100 mL) and the combined chloroform layer was washed with aq. NaHCO3 solution, water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using hexane-EtOAc (90:10) as eluents to give the product as a white color solid (800 mg, 73%), mp 72-74° C. 1H NMR (400 MHz, CDCl3): δ 8.69 (1H, s), 6.48 (1H, s), 1.42 (9H, s).

1. additionThe reaction mixture was poured into ice cold water
2. stirringstirred for 10 min
3. extractionThe solution was extracted with chloroform (3×100 mL)
4. washthe combined chloroform layer was washed with aq. NaHCO3 solution, water, brine
5. dry with materialdried over sodium sulfate
6. filtrationThe solution was filtered
7. customevaporated the solvent
8. customThe residue was chromatographed over silica gel column

ORD record

ord-081ef2c4af6143c481037acfa3b0b833

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08815879B2