HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490912Generated: October 30, 2026
7-Bromo-2-methylquinoline → HCID 178422398, compound
https://huagongshe.com/reaction/1490912
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 7-Bromo-2-methylquinoline | HCID 12332896 | — |
| 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 | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 178422398 | HCID 178422398 | 65% |
| Product | HCID 178422496 | HCID 178422496 | 15% |
Reaction Steps
General procedure B was applied to 7-bromo-2-methylquinoline (222mg, 1.00mmol). The reaction was stirred at room temperaturefor 48 hoursto afford a mixture of 2 monoborylated isomers in a 80:20ratio. Purification by silica gel flash-column chromatography with gradient elution of MeOH/DCM from 0.5 -12.5% over 25 column volumes, afforded the major product, (Rf0.1) 7-bromo-2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline, as a white solid (225 mg, 65%); m.p.149 -150 °C; Further elution afforded (Rf0.05) 7-bromo-2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline a white solid (52 mg, 15%); m.p.151 -152 °C;
Provenance & Evidence
| DOI | 10.1039/c2sc20776a |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-56559ffb4c0d47d6b9534101d8e9390e |
|---|
| Source note | Borylation dataset from Roche |
|---|
