Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59331242 | HCID 59331242 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59331418 | HCID 59331418 | 58% |
Reaction Steps
A mixture of [2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-1,3-thiazol-5-yl]acetonitrile (0.23 g), 2M aqueous sodium hydroxide solution (0.50 mL), tetrahydrofuran (4 mL) and ethanol (4 mL) was stirred with heating under reflux for 6 hr. Water was added to the reaction mixture, and the mixture was washed with ethyl acetate. The aqueous layer was acidified with 10% aqueous citric acid solution, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residual solid was dissolved in tetrahydrofuran, and the solution was treated with activated carbon and concentrated. The obtained solid was washed with cold ethyl acetate and dried to give the title compound (0.14 g, yield 58%) as colorless crystals. melting point 246-247° C. (decomposition). MS: 501 (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-d75e2b59925445dfb5392abed90a2ce0 |
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| Source note | uspto-grants-2012_11 |
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