HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481786Generated: October 31, 2026
Potassium Fluoride → HCID 71284878, compound
https://huagongshe.com/reaction/1481786
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| Reactant | 1-Methyl-1H-indole-5-boronic acid | HCID 2759867 | — |
| Reactant | Benzyl 2,4-bis(benzyloxy)-6-bromo-5-hydroxynicotinate | HCID 89421752 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 71284878 | HCID 71284878 | 96% |
Reaction Steps
A mixture of benzyl 2,4-bis(benzyloxy)-6-bromo-5-hydroxynicotinate (0.23 g, 0.44 mol), 1-methyl-1H-indol-5-ylboronic acid (90 mg, 0.51 mmol), Pd2(dba)3 (20 mg, 0.022 mmol), tri-tert-butylphosphonium tetrafluoroborate (13 mg, 0.044 mmol) and KF (0.26 g, 4.4 mmol) in THF (2.0 mL) was stirred at 60° C. overnight under an Ar atmosphere. The mixture was filtered. The filtrate was evaporated and purified by silica chromatography (2-30% ethyl acetate in hexanes) to give benzyl 2,4-bis(benzyloxy)-5-hydroxy-6-(1-methyl-1H-indol-5-yl)nicotinate (0.24 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409905B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-a7cf1e6d735d4a3a8377175a7973dad5 |
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| Source note | uspto-grants-2016_08 |
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