HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylvinyltin → HCID 68713053, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | 4-Bromo-1-(2-methyl-benzenesulfonyl)-1H-indole | HCID 22015334 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68713053 | HCID 68713053 | 71% |
Reaction Steps
4-Bromo-1-[(2-methylphenyl)sulfonyl]-1H-indole (500 mg, 1.43 mmol; Intermediate 14) was dissolved in dry MeCN (8 mL) and distributed into two microwave vials. Tributyl(vinyl)stannane (0.417 mL, 1.43 mmol) and Pd(PPh3)2OAc2 (27 mg, 0.036 mmol) was added to each vial. The reaction mixtures were irradiated with microwaves at 180° C. for 720 s. The mixtures were combined, filtered and concentrated. Purification was performed by flash chromatography (30% hexane in DCM). This afforded the product (300 mg, 71%) as a yellow sticky oil. MS (ESI+) for C17H15NO2S m/z 298 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-7173c000c8294f19906d8f0881d06add |
| Source note | uspto-grants-2010_10 |