Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Hexanol | HCID 8103 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 89435206 | HCID 89435206 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89435616 | HCID 89435616 | 19.6% |
Reaction Steps
To a solution of n-hexylalcohol (50.5 mg) in tetrahydrofuran (5 ml) was added with stirring under ice-cooling 60% sodium hydride (18 mg) by small portions, and the mixture was stirred at the same temperature for 0.5 hr, to a solution of carbonic acid 7-[4-(4-benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-2-oxo-2H-quinolin-1-ylmethyl ester phenyl ester (240 mg) in tetrahydrofuran (1 ml) was added with stirring under ice-cooling sodium methoxide (30 mg), and the mixture was stirred for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate) to give carbonic acid 7-[4-(4-benzo[b]thiophen-4-ylpiperazin-1-yl)butoxy]-2-oxo-2H-quinolin-1-ylmethyl ester methyl ester (42 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260420B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-724a4ca734694201964feb677dedda8b |
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| Source note | uspto-grants-2016_02 |
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