Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | HCID 70801736 | HCID 70801736 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 70311941 | HCID 70311941 | — |
Reaction Steps
At room temperature, 3.0 ml of an aqueous 2M sodium carbonate solution and 41.1 mg (0.036 mmol) of tetrakis(triphenylphosphine)palladium are added to 400 mg (1.19 mmol) of the compound from Example 35A and 261 mg (1.78 mmol) of (3-cyanophenyl)boronic acid in 15 ml of DME, and the mixture is subsequently stirred at 80° C. overnight. The crude product is filtered through a short kieselguhr column and the filtrate is concentrated under reduced pressure. The residue is purified by flash chromatography (mobile phase: dichloromethane). 104 mg (26% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08575357B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-20263113f9ed42cab8d985c7fa869c59 |
|---|
| Source note | uspto-grants-2013_11 |
|---|