HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 18436083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 18436027 | HCID 18436027 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18436083 | HCID 18436083 | 53.4% |
Reaction Steps
To a solution of 4-bromo-N-[6-fluoro-3-(1-pyrrolidinylmethyl)-7-quinolinyl]benzamide (100 mg, 0.233 mmol) obtained in Example 49, 4-fluorophenylboronic acid (65.3 mg, 0.467 mmol) and 2N sodium carbonate (0.233 ml) in 1,2-dimethoxyethane (3 ml) was added tetrakistriphenylphosphine palladium (8.1 mg, 0.007 mmol) at 90° C., and the mixture was stirred under a nitrogen atmosphere for 16 hrs. The reaction solution was diluted with ethyl acetate and dried over anhydrous sodium sulfate. The obtained crude product was purified by NH-silica gel chromatography (eluting solvent; ethyl acetate) and treated with ethyl acetate-isopropyl ether (1:5) to give the title compound (55.2 mg) as a powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183415B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-3270ce1301a14fa288e013cbfb320cb3 |
| Source note | uspto-grants-2007_02 |