HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490924Generated: October 30, 2026
7-Chloro-2-methylquinoline → HCID 178422400, compound
https://huagongshe.com/reaction/1490924
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 7-Chloro-2-methylquinoline | HCID 138395 | — |
| 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 178422400 | HCID 178422400 | 66% |
| Product | HCID 178422498 | HCID 178422498 | 10% |
Reaction Steps
Application of general procedure B with 7-chloro-2-methylquinoline (177 mg. 1.00mmol)for 68 h afforded 73:27 mixture of 13g:14gat 93% conversion, as determined by 1H NMR spectrum analysis of the crude mixture. Purification of the crude mixture, as above, afforded 7-chloro-2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinoline as a white crystalline solid (30mg, 10%)and 7-chloro-2-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)quinolineas white crystalline solid (200mg, 66%).
Provenance & Evidence
| DOI | 10.1039/c2sc20776a |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-c01bd39f2b97423a8a4ebcc7c6123050 |
|---|
| Source note | Borylation dataset from Roche |
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