Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 73294554 | HCID 73294554 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 73294553 | HCID 73294553 | 46% |
Reaction Steps
To a solution of 2-[5-(4-chlorophenyl)-3-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)-1H-pyrazol-1-yl]-N-ethylaniline (Example 70) (25 mg, 0.06 mmol, 1 eq) in acetone (2 mL) was added potassium carbonate (84 mg, 0.6 mmol, 10 eq) and iodoethane (0.049 mL, 0.6 mmol, 10 eq), the solution heated to 60° C. overnight. The reaction was 50% complete, added iodoethane (0.049 mL) and heated to 60° C. overnight. Added water, extracted with DCM, dried over MgSO4 and concentrated. Purification by silica gel column chromatography (8 g) eluting with 7 to 15% EtOAc/hex, then purification by RP-HPLC eluting with 10 to 100% acetonitrile/H2O gave the title compound (12.4 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901314B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-207b77e6e93f4efe91589dbeedf8a5fd |
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| Source note | uspto-grants-2014_12 |
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