2,5-Dimethylphenol → HCID 24623396, compound

Temperature

110 °C

In a microwave vial, 2-chloro-5-nitropyridine (80 mg, 0.505 mmol) was dissolved in 2 mL of dry dimethylformamide. 2,5-dimethylphenol (80 mg, 0.505 mmol, 1 equiv) and potassium carbonate (418 mg, 3.03 mmol, 6 equiv) were added. The reaction mixture was heated under microwave irradiation for 1 hour at 110° C. (Biotage Initiator). The reaction mixture was filtered. The filtrated solid was washed with dichloromethane (5 mL). The volatiles were evaporated. The residue was dissolved in dichoromethane (10 mL) and brine was added (10 mL). The organic layer was extracted 2 times with dichloromethane (2×15 mL) and 2 times with ethylacetate (2×15 mL). The organic phase was dried over sodium sulphate. The solvent was removed to afford the title compound (112 mg)

1. filtrationThe reaction mixture was filtered
2. washThe filtrated solid was washed with dichloromethane (5 mL)
3. customThe volatiles were evaporated
4. dissolutionThe residue was dissolved in dichoromethane (10 mL)
5. additionbrine was added (10 mL)
6. extractionThe organic layer was extracted 2 times with dichloromethane (2×15 mL) and 2 times with ethylacetate (2×15 mL)
7. dry with materialThe organic phase was dried over sodium sulphate
8. customThe solvent was removed

ORD record

ord-99583c3d9d80449db6fa48897101d295

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08722695B2