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 | HCID 178418397 | HCID 178418397 | — |
| 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); δH [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 | US08513262B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-2c13f27ca4ee43a096a554599257b9e9 |
| Source note | uspto-grants-2013_08 |