HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490916Generated: October 30, 2026
HCID 119085944, compound → HCID 178422403, compound
https://huagongshe.com/reaction/1490916
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 119085944 | HCID 119085944 | — |
| 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 178422403 | HCID 178422403 | 68% |
Reaction Steps
General procedure B was applied to 2-methyl-7-(trimethylsilyl)quinoline (215 mg, 1.00mmol). The reaction was stirred at room temperature for 72hoursaffording a mixture of monoborylated productsin an 85:10:5 ratio by GC-MS. Volatiles were removed under reduced pressure and the remaining residue was purified by silica gel flash-column chromatography with gradient elution of MeOH/DCM from 0.5 -12.5% over 25 column volumes, affording only the major 2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-7-(trimethylsilyl)quinoline productas a white solid (231 mg, 68%); m.p.110 -111 °C;
Provenance & Evidence
| DOI | 10.1039/c2sc20776a |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-9cf4b02ff724463e9768d29a6363cf8d |
|---|
| Source note | Borylation dataset from Roche |
|---|
