HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannanecarbonitrile, tributyl- → (4-Benzyloxy-phenyl)-(6-cyanoquinazolin-4-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannanecarbonitrile, tributyl- | HCID 200512 | — |
| Reactant | (4-Benzyloxy-phenyl)-(6-iodoquinazolin-4-yl)-amine | HCID 21951950 | — |
| Catalyst | (Butane-1,4-diyl)bis(diphenylphosphane)--dichloropalladium (1/1) | HCID 10974057 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4-Benzyloxy-phenyl)-(6-cyanoquinazolin-4-yl)-amine | HCID 22609759 | 73.8% |
Reaction Steps
(4-Benzyloxy-phenyl)-(6-iodoquinazolin-4-yl)-amine (1.2 g) in dioxane (10 ml) under N2 was treated with tributyltin cyanide (0.79 g) and catalytic quantities of 1,4-bis-(diphenylphosphino)-butane palladium (II) chloride and tetrakis (triphenylphosphine) palladium at reflux for 23 hours. The mixture was absorbed onto silica and chromatographed to give the title compound (0.65 g); δH [2H6]DMSO 10.01(1H,s), 9.14(1H,s), 8.63(1H,s), 8.15(1H,d), 7.87(1H,d), 7.73(2H,d), 7.45(5H,m), 7.10(2H,d), 5.13(2H,s); m/z (M+1)+353.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391874B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-3d604d7bcad240a6a662f845e3f1081c |
| Source note | uspto-grants-2002_05 |