HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Naphthalen-2-yl)boronic acid → HCID 19605505, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Reactant | 4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamine | HCID 6918689 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Potassium Carbonate | HCID 11430 | — |
| Product | HCID 19605505 | HCID 19605505 | 36% |
Reaction Steps
A mixture of 191 mg (0.5 mmole) 4-(2-bromo-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine, 95 mg (0.55 mmole) 2-naphthylboronic acid, 18 mg bis(triphenylphosphine)-palladium(II)-chloride is refluxed for 2 hours in 20 ml toluene and 5 ml 2N aqueous potassium carbonate. The solvents are removed in vacuo. Flash chromatography (silicagel, ethyl acetate/hexane 1/1) of the residue yields 76 mg (36%) pure 4-(2-naphthalen-2-yl-6-pyrrolidine-1-yl-pyridine-4-sulfonyl)-phenylamine as a pale yellow solid mp.: 244-246° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990105 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-851674c7457e4b86adb1e8e98fcdf136 |
| Source note | uspto-grants-1999_11 |