HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774792Generated: October 28, 2026
Tetrabutylammonium Fluoride → HCID 71533395, compound
https://huagongshe.com/reaction/1774792
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 178448307 | HCID 178448307 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71533395 | HCID 71533395 | 49.1% |
Reaction Steps
In a 10 mL round-bottomed flask, 6-{5-[(R)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propylamino]-pyridin-3-yl}-1-methyl-3,4-dihydro-1H-quinolin-2-one (60 mg, 132 μmol) was dissolved in THF (1.5 mL) to give a light yellow solution and cooled down to 0° C. TBAF, 1 M sol. in THF (132 μl, 132 μmol) was added dropwise. The solution was stirred at 0° C. for 1.5 h and partitioned between aqueous sat. NaHCO3 solution and AcOEt (3×). The organic layers were collected, dried over Na2SO4 and evaporated in vacuo. The crude material was purified by flash chromatography (silica gel, 20 g, 100% EtOAc followed by 1% MeOH in EtOAc) to give the title compound (22 mg, 49%) as a light yellow foam. MS: 340.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260408B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-496333dd330a4a97a69f9e1a1800e475 |
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| Source note | uspto-grants-2016_02 |
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