HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (4-Benzyloxy-phenyl)(6-ethynylquinazolin-4-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | (4-Benzyloxy-phenyl)-(6-(trimethylsilylethynyl)quinazolin-4-yl)-amine | HCID 22609859 | — |
| Product | (4-Benzyloxy-phenyl)(6-ethynylquinazolin-4-yl)-amine | HCID 22609768 | 80% |
Reaction Steps
The (4-benzyloxy-phenyl)-(6-(trimethylsilylethynyl)quinazolin-4-yl)-amine (0.65 g, 1.53 mmol) was reacted with tetrabutylammonium fluoride in tetrahydrofuran (1.0M, 5.0 ml, 5.0 mmol) at room temperature for 20 min. The solvent was removed in vacuo, and the residual oil was partitioned between water (20 ml) and ethyl acetate (20 ml). After separation, the aqueous was extracted with further ethyl acetate (2×20 ml). The combined organic solutions were dried (Na2SO4) and concentrated in vacuo to give the title compound as an off-white solid (0.43 g, 1.22 mmol, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391874B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-913c7ff1aff44b79911817916282eed8 |
| Source note | uspto-grants-2002_05 |