HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490548Generated: October 31, 2026
N,N-dimethyl-m-toluidine → HCID 102111590, compound
https://huagongshe.com/reaction/1490548
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-dimethyl-m-toluidine | HCID 8488 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole | HCID 122380799 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | HCID 102111590 | HCID 102111590 | 96% |
Reaction Steps
The general procedure A was followed using N,N,3-trimethylaniline (73.5 ul, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 24 hours at 100 oC. 5d was obtained as white solid (126.2 mg, 96%) after purification by silica gel flash chromatography (EtOAc/PE=1:20 v/v). m.p.: 82-84 °C.
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-710cd7e708874f91a311c72c189c779a |
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| Source note | Borylation dataset from Roche |
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