Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromopyrimidine | HCID 78344 | — |
| Reactant | 1-Chloro-2-(4-ethynyl-benzyl)-4-(beta-D-glucopyranos-1-yl)-benzene | HCID 86600681 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86611667 | HCID 86611667 | — |
Reaction Steps
37 mg copper iodide, 67 mg bis-(triphenylphosphine)-palladium dichloride and 0.46 mL triethylamine are added to an oxygen-free solution of 0.35 g 1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-ethynyl-benzyl)-benzene and 0.2 g 5-bromo-pyrimidine in 1 mL dimethylformamide. The solution is stirred under argon atmosphere at 60° C. for 16 h. The reaction mixture is filtered through Celite and evaporated down. The residue is chromatographed on silica gel (dichloromethane/methanol 1:0→9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07847074B2 |
|---|
| Source dataset | uspto-grants-2010_12 |
|---|
| ORD ID | ord-39e6d2a6e6844dd49d619e2d3d55e7fd |
|---|
| Source note | uspto-grants-2010_12 |
|---|
