HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-[6-(Ethylsulfonyl)-3-pyridinyl]-2-fluorobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Carboxy-3-fluorophenylboronic acid | HCID 2763201 | — |
| Reactant | 2-Ethanesulfonyl-5-iodo-pyridine | HCID 58951465 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[6-(Ethylsulfonyl)-3-pyridinyl]-2-fluorobenzoic acid | HCID 57980115 | — |
Reaction Steps
Procedure VV: To a stirring solution of 2-Ethanesulfonyl-5-iodo-pyridine (1.0 mmol) and (4-carboxy-3-fluorophenyl)boronic acid (1.3 mmol) in dioxane (0.1M), add dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium dichloromethane complex (0.03 mmol) and 2M aqueous sodium carbonate (3.0 mmol). Heat the reaction to reflux for 4 hours. After this time, remove the heat and concentrate in vacuo. Wash with dichloromethane while extracting with water. Acidify the aqueous layer with 1N hydrochloric acid and extract with 10% isopropanol/dichloromethane four times. Combine the organics, dry with sodium sulfate, decant and concentrate in vacuo. MS (m/e): 310.3 (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632857B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-3fc476b9e64b411abe5dd097772ed24c |
| Source note | uspto-grants-2009_12 |