HuagongsheHuagongshe Chemistry Print Report · For research reference only
(4-Benzyloxy-phenyl)-(6-iodoquinazolin-4-yl)-amine → (4-Benzyloxy-phenyl)-(6-[5-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)furan-2-yl]quinazolinyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (4-Benzyloxy-phenyl)-(6-iodoquinazolin-4-yl)-amine | HCID 21951950 | — |
| Reactant | 5-(4-Methyl-2,6,7-trioxabicyclo[2,2,2]oct-1-yl)-2-[tri(n-butyl)stannyl]furan | HCID 22609708 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4-Benzyloxy-phenyl)-(6-[5-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)furan-2-yl]quinazolinyl)-amine | HCID 22609729 | 131.4% |
Reaction Steps
(4-Benzyloxy-phenyl)-(6-iodoquinazolin-4-yl)-amine (0.925 g, 2.04 mmol), 5-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-[tri(n-butyl)stannyl]furan (2.00 g, 4.1 mmol) and bis(triphenylphosphine)palladium (II) chloride (catalytic) were reacted in dry dioxane (25 ml) according to Procedure B. Purification by silica gel chromatography and eluting with 100% EtOAc gave the title compound as a yellow solid (0.700 g, 1.34mmol, 66%); δH [2H6]DMSO 10.0 (1H,s), 8.75 (1H,s), 8.48 (1H,s), 8.12 (1H,d), 7.79 (1H,d), 7.66 (2H,d), 7.30-7.52 (5H,m), 7.03-7.12 (3H,m), 6.64 (1H,d), 5.14 (2H,s), 4.06 (6H,s), 0.85 (3H,s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391874B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-c6f370a929be4e93b01eb0d2f902a009 |
| Source note | uspto-grants-2002_05 |