Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66597195 | HCID 66597195 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 49805120 | HCID 49805120 | 9% |
Reaction Steps
To a solution of methyl [2-methyl-4-(p-tolyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-b]pyridin-3-yl]-5,5,5-trifluoropentanoate (0.061 g; 0.132 mmol) in methanol (1.3 mL) was added a solution of sodium hydroxide 5 N (0.26 mL) and the mixture was heated at 60° C. for 18 h. After cooling, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the mixture was acidified with HCl (1N) until pH 1. The organic layer was washed with brine, water, dried over magnesium sulphate and concentrated under reduced pressure. A purification by preparative TLC using a mixture ethyl acetate/heptane (1:1)+0.5% AcOH furnished 0.0024 g (9%) of the title compound as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785638B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-899fb094ada44e48b7b126ffb1f0fd4b |
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| Source note | uspto-grants-2014_07 |
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