HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-[(3-chloro-4-fluoro-phenyl)amino]-6-((S)-tetrahydrofuran-3-yloxy)-7-methoxy-quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (-)-3-Hydroxytetrahydrofuran | HCID 641512 | — |
| Reactant | 4-[(3-Chloro-4-fluorophenyl)amino]-7-methoxyquinazolin-6-ol | HCID 10471217 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[(3-chloro-4-fluoro-phenyl)amino]-6-((S)-tetrahydrofuran-3-yloxy)-7-methoxy-quinazoline | HCID 10216011 | — |
Reaction Steps
300 mg of 4-[(3-chloro-4-fluoro-phenyl)amino]-6-hydroxy-7-methoxy-quinazoline in 6 ml acetonitrile are combined with 114 μl (R)-3-hydroxy-tetrahydrofuran and 370 mg triphenylphosphine. Then 234 μl diethyl azodicarboxylate are added and the reaction mixture is stirred overnight at ambient temperature. For working up the reaction mixture is filtered and the filtrate evaporated down in vacuo. The crude product is purified by chromatography over a silica gel column with ethyl acetate/methanol (95:5) as eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924285B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-cedc8a8e093c4f93983601354de4630d |
| Source note | uspto-grants-2005_08 |