Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86712394 | HCID 86712394 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86712395 | HCID 86712395 | — |
Reaction Steps
1.58 g of 1-[3-(2-methyl-8-fluoroquinolin-3-yloxy)-pyridin-2-yl]-ethanone were dissolved in 20 ml of dehydrated tetrahydrofuran. 2.7 ml of a 3 M tetrahydrofuran solution of methylmagnesium chloride were dropped therein while cooling with ice followed by stirring the reaction solution for 3 hours while continuing to cool with ice. Subsequently, the reaction solution was added to 1 N hydrochloric acid solution followed by neutralizing with aqueous sodium bicarbonate and then extracting with ethyl acetate. The extract was washed with saturated saline and dried with magnesium sulfate followed by distilling off the solvent under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain 1.69 g of 2-[(8-fluoro-2-methylquinolin-3-yloxy)pyridin-2-yl]propan-2-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09060517B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-fd1bbb4d425141b9b6c6524af237c1be |
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| Source note | uspto-grants-2015_06 |
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