HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 58431082, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 58431001 | HCID 58431001 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | HCID 58431082 | HCID 58431082 | — |
Reaction Steps
Polystyrene supported triphenylphosphine (250 mg, 0.544 mmol) and Pd(OAc)2 (57 mg, 0.25 mmol) were combined in a glass vial along with DMF (5.5 mL). The vial was flushed with argon and a septum was affixed. The suspension was stirred for 1 h at room temperature. Solid Zn(CN)2 (426 mg, 3.63 mmol) and a solution of (6-bromo-pyridin-2-yl)-bis-(4-methoxy-benzyl)-amine (1.50 g, 3.63 mmol) in DMF (5.5 mL) were then added. The vial was flushed with argon, sealed, and heated at 140° C. in a microwave for 30 min. The reaction mixture was filtered and the volatiles were removed in vacuo. The residue was purified by flash chromatography on silica gel (10→50% EtOAc/hexanes) to give the title compound as a colorless oil, m/z 361.0 [M+2]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552205B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-c028b2092b494106a78b4fa38b9234a0 |
| Source note | uspto-grants-2013_10 |