HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201476Generated: October 29, 2026
Sodium Carbonate → 4-(7-Methoxyquinolin-3-yl)benzoic acid
https://huagongshe.com/reaction/2201476
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Carboxyphenylboronic Acid | HCID 312183 | — |
| Reactant | 3-Bromo-7-methoxyquinoline | HCID 18788548 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | 4-(7-Methoxyquinolin-3-yl)benzoic acid | HCID 67974668 | 29.1% |
Reaction Steps
To a mixture of 3-bromo-7-methoxyquinoline (Intermediate 13, 380 mg, 1.6 mmol), 4-boronobenzoic acid (266 mg, 1.6 mmol) and Na2CO3 (848 mg, 8.0 mmol) in DME/H2O/EtOH (5 mL, V/V/V=1/1/0.5) was added Pd(dppf)Cl2 (585 mg, 0.8 mmol). The mixture was heated to 120° C. by microwave for 1 h. The mixture was partitioned between water (20 mL) and ethyl acetate (20 mL). The aqueous phase was separated and acidified to pH=3 with 1 N HCl. The precipitate was filtered and dried in vacuo to afford product as a powder (130 mg, 29.1%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09364481B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-67fd4dcd159f4804a728d828894ba1db |
|---|
| Source note | uspto-grants-2016_06 |
|---|
