HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572136Generated: October 30, 2026
Sodium Carbonate → HCID 86701176, compound
https://huagongshe.com/reaction/572136
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloropyridine-5-boronic acid | HCID 3845034 | — |
| Reactant | 2,8-Dichloro-quinoline-3-carbaldehyde | HCID 14917125 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86701176 | HCID 86701176 | 123.3% |
Reaction Steps
A mixture of 2,8-dichloroquinoline-3-carbaldehyde (2.6 g, 11.5 mmol), Na2CO3 (1.83 g, 17.3 mmol) and 2-chloropyridin-5-ylboronic acid (1.81 g, 11.5 mmol) in 1,4-dioxane (40 mL) and water (20 mL) was degassed by bubbling nitrogen gas through it for 5 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.13 g, 0.115 mmol) was added and the mixture was heated at 90° C. for 16 h. The mixture was allowed to cool to room temperature. The resultant precipitate was filtered off and washed with water (5×50 mL) and diethyl ether (5×50 mL) to give the title compound (4.3 g, 70%) as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09029392B2 |
|---|
| Source dataset | uspto-grants-2015_05 |
|---|
| ORD ID | ord-ade8af467b1940b192a31e74ae095705 |
|---|
| Source note | uspto-grants-2015_05 |
|---|