Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 73292040 | HCID 73292040 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 73294552 | HCID 73294552 | 39.1% |
Reaction Steps
To a solution of 2-[5-(4-chlorophenyl)-3-(2,2,6,6-tetramethyltetrahydro-2H-pyran-4-yl)-1H-pyrazol-1-yl]aniline (Example 62) (25 mg, 0.06 mmol, 1 eq) in toluene (2 mL) was added diisopropylethylamine (0.52 mL, 0.3 mmol, 5 eq), and 1,4-dibromobutane (0.5 mL, 4.1 mmol, 69 eq) and the solution stirred at 130° C. in a vial for 2 days. Added water, extracted with DCM, dried over MgSO4 and concentrated. Purification by column chromatography (8 g) eluting with 7 to 15% EtOAc/hex gave the title compound (10.9 mg, 38%).
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-ea26f61a15c94f3ca30a1b200c9b19cd |
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| Source note | uspto-grants-2014_12 |
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