Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | HCID 18376038 | HCID 18376038 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 9933190 | HCID 9933190 | 58% |
Reaction Steps
To a solution of 6-bromo-2-(4-fluorophenyl)-3-[4-(methylsulfanyl)phenyl]pyrazolo[1,5-a]pyridine (0.26 g 0.63 mmol) in acetone (30 ml) was added a solution of oxone (1.16 g 1.9 mmol) in water (10 ml). The reaction was stirred at room temperature for 20 hours, further oxone (1 g 1.7 mmol) in water (10 ml) was added and stirring was continued for 6 hours. The reaction mixture was poured into water (200 ml) and extracted with ethyl acetate (3×30 ml). The combined extracts were washed with water (30 ml), brine (30 ml) and dried. Removal of solvent gave a solid which was purified by biotage chromatography. Elution with cyclohexane ethyl acetate gave the title compound as a white solid (0.13 g 58%). MH+: 445, 447. NMR: (CDCl3) δ 3.13 (3H, s) 7.07 (2H, t) 7.29 (1H, dd) 7.45-7.55 (5H, m) 7.96 (2H, d) 8.67 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498166B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-0382f8429d354b55b5e2370086dcd299 |
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| Source note | uspto-grants-2002_12 |
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