HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491054Generated: October 25, 2026
N-Methyl-p-toluamide → N,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide
https://huagongshe.com/reaction/1491054
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Methyl-p-toluamide | HCID 140377 | — |
| Reagent | 2,2'-Bipyridine | HCID 1474 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N,4-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide | HCID 169546367 | 0% |
Reaction Steps
Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (10:1 to 2:1) as the eluent.
Provenance & Evidence
| DOI | 10.1002/anie.201907366 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-08f03cf839454cb5817caa0293e07ef8 |
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| Source note | Borylation dataset from Roche |
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