HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 19605545, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,5-Bis-trifluoromethylphenylboronic acid | HCID 156265 | — |
| Reactant | 4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamine | HCID 6918689 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 19605545 | HCID 19605545 | 32.6% |
Reaction Steps
A mixture of 191 mg (0.5 mmole) 4-(2-bromo-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine, 142 mg (0.55 mmole) 3,5-bis(trifluormethyl)phenylboronic acid, 25 mg sodium carbonate and 20 mg bis(triphenylphosphine)-palladium(II)-chloride is refluxed for 48 hours in 10 ml 1,2-dimethoxyethane and 1 ml water. The solvent is removed and the residue is diluted with dichloromethane. The dichloromethane solution is washed twice with water, dried over magnesiumsulfate and concentrated in vacuo. Flash chromatography (silicagel, ethyl acetate/hexane 1/1 ) of the residue yields 84 mg (32%) pure 4-[2-(3,5-bis-trifluoromethyl-phenyl)-6-pyrrolidine-1-yl-pyridine-4-sulfonyl]-phenylamine as a pale yellow solid mp.: 184-186° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-54ad291573e6402a8e6bcd30395ea911 |
| Source note | uspto-grants-1999_11 |