Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | 4-(2-Bromo-6-pyrrolidin-1-ylpyridine-4-sulfonyl)phenylamine | HCID 6918689 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Sodium Carbonate | HCID 10340 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 19605526 | HCID 19605526 | 49% |
Reaction Steps
0.38 g (0.001 Mol) 4-(2-Bromo-6-pyrrolidin-1-yl-pyridine-4-sulfonyl)-phenylamine, 0.116 g (0.0001 Mol) Pd(PPh3)4 and 0.292 ml (0.001 Mol) vinyl-tributylstannane were stirred at reflux for 18 h in a mixture of dioxane (10 ml) and 2N Na2CO3 (2 ml). Then the solvent was evaporated, the residue was taken up in ethyl acetate, washed with water and brine and dried over Na2SO4. After chromatography on SiO2 with ethyl acetate hexane 2:3 the product containing fractions were evaporated and the residue taken up in hexane. The suspension was stirred for 1 h and then filtered. The residue on the filter was washed with hexane (10 ml) and dried in a high vacuum. It was obtained 0.16 g (49%) 4-(2-pyrrolidin-1-yl-6-vinyl -pyridine-4-sulfonyl)-phenylamine as a yellow solid; mp.: 181-182° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05990105 |
|---|
| Source dataset | uspto-grants-1999_11 |
|---|
| ORD ID | ord-b05a4edcfa4c4679a622f61c0d4f1954 |
|---|
| Source note | uspto-grants-1999_11 |
|---|