HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490810Generated: October 30, 2026
HCID 178523285, compound → HCID 178431091, compound
https://huagongshe.com/reaction/1490810
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 178523285 | HCID 178523285 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 4,4'-Di-tert-butyl-2,2'-bipyridyl | HCID 4249187 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178431041 | HCID 178431041 | 21% |
| Product | HCID 178431091 | HCID 178431091 | 49% |
Reaction Steps
Following general procedure F using 2,2,2‐trifluoro‐N‐(3‐(pyridin‐2‐yl)propyl)acetamide (58.1 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and dtbpy (2.0 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at rt for 22 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 2.3:1 meta:para borylation in 70% yield. The crude product was unable to be purified by silica gel chromatography and was hence characterised from the crude mixture. By subtracting
Provenance & Evidence
| DOI | 10.1002/anie.201708967 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-4ede862a728b40748a6001f93ee16816 |
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| Source note | Borylation dataset from Roche |
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