HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Formylfuran-2-boronic acid → HCID 59511785, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Formylfuran-2-boronic acid | HCID 2734355 | — |
| Reactant | HCID 68522555 | HCID 68522555 | — |
| Catalyst | Cuprous 2-thiophenecarboxylate | HCID 11194830 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59511785 | HCID 59511785 | 31% |
Reaction Steps
2-formylfuran-5-boronic acid (118 mg, 0.84 mmol) (Frontier Scientific), copper (I) thiophene-2-carboxylate (136 mg, 0.72 mmol) (Frontier Scientific), and tetrakis(triphenylphosphine)palladium (75 mg, 10 mol %) were added to a solution of 2-[6-iodo-2-(3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]-N-isopropylacetamide (INTERMEDIATE IV.24) in tetrahydrofuran (10 mL) under Argon. The solution was stirred at room temperature for 2 h. The resulting mixture was concentrated in vacuo. The resulting oil was purified by chromatography on a silica gel with methanol:dichloromethane (1:19, v/v) as eluent to give 2-[6-(5-formylfuran-2-yl)-2-(3-methoxyphenyl)-4-oxo-4H-quinazolin-3-yl]-N-isopropylacetamide (90 mg, 0.20 mmol, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807686B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-10c22e7869514084bc6eea463f1e7bd6 |
| Source note | uspto-grants-2010_10 |