Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-3-carbaldehyde | HCID 59331419 | — |
| Reactant | HCID 178455851 | HCID 178455851 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59331342 | HCID 59331342 | 37% |
Reaction Steps
To a solution of 6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine-3-carbaldehyde (100 mg) in tetrahydrofuran (3 mL) was added (2-methylethyl)magnesium bromide (1M tetrahydrofuran solution, 650 μL), and the mixture was stirred at −20° C. for 30 min and then overnight at room temperature. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to preparative HPLC to give the title compound (40.0 mg, yield 37%) as a pale-yellow amorphous solid. MS: 509 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318746B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d426f8f73a1e4fb5a7626db8ac2daa43 |
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| Source note | uspto-grants-2012_11 |
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