HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]- → (4-Phenoxyphenyl)-(7-(5-(1,3-dioxolan-2-yl)furan-2-yl)-quinolin-4-yl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannane, tributyl[5-(1,3-dioxolan-2-yl)-2-furanyl]- | HCID 10960952 | — |
| Reactant | (4-Phenoxyphenyl)-(7-iodoquinolin-4-yl)amine | HCID 21952018 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (4-Phenoxyphenyl)-(7-(5-(1,3-dioxolan-2-yl)furan-2-yl)-quinolin-4-yl)amine | HCID 21952237 | 68.1% |
Reaction Steps
(4-Phenoxyphenyl)-(7-iodo-quinolin-4-yl)amine (2 g) was treated with 2-(tributylstannyl)-5-(1,3-dioxolan-2-yl)-furan (2.16 g) and tetrakis (triphenylphosphine) palladium (0) (0.26 g) in dimethylacetamide (20 ml) in accordance with Procedure B. Purification via column chromatography, eluting with ethyl acetate, followed by trituration with diethylether afforded a yellow solid (1.4 g); δ H [2H6] DMSO 9.10 (1H, s), 8.45 (2H, m), 8.13 (1H, s), 7.96 (1H, d), 7.41 (4H, m), 7.22 (1H, d), 7.20-7.03 (5H, m), 6.83 (1H, d), 6.75 (1H, d), 6.02 (1H, s), 4.13 (2H, m), 4.01 (2H, m); m/z 451 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912205B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-eb0a77f32f0d4a85bdd6089bf3bc7618 |
| Source note | uspto-grants-2014_12 |