HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927483Generated: October 26, 2026
Potassium Carbonate → 6-(3-Chlorophenyl)-5-methoxy-pyridine-2-carboxylic acid
https://huagongshe.com/reaction/927483
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | (3-Chlorophenyl)boronic acid | HCID 2734323 | — |
| Reactant | 6-Bromo-5-methoxypyridine-2-carboxylic acid | HCID 7471965 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-(3-Chlorophenyl)-5-methoxy-pyridine-2-carboxylic acid | HCID 71087250 | 37.9% |
Reaction Steps
A mixture of 6-bromo-5-methoxy-pyridine-2-carboxylic acid (0.3 g, 1 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.23 g, 1 mmol), tris(dibenzylidene-acetone)-dipalladium(0) (CAN 52409-22-0, 0.12 g), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (CAN 161265-03-8, 0.15 g) and potassium carbonate (0.21 g, 2 mmol) in 1,4-dioxane (10 mL) was stirred for 12 h at 110° C. under a nitrogen atmosphere. The reaction mixture was filtered, concentrated under reduced pressure and purified by column chromatography (silica gel, 10 g, eluting with 10% methanol in methylene chloride) to give the title compound (0.1 g, 29%); MS (EI): m/e=264.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09290451B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-82e5c69128dd4a36b21af4ae65d749dd |
|---|
| Source note | uspto-grants-2016_03 |
|---|