HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86712312, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | HCID 86712311 | HCID 86712311 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86712312 | HCID 86712312 | — |
Reaction Steps
A mixture of 2-(2-ethynylphenyl)-2-methylpropanamide A36 (0.060 g, 0.32 mmol), 2,4,5-trichloropyrimidine (48 μL, 0.42 mmol) and Et3N (0.18 mL, 1.3 mmol) in 1,4-dioxane (5 mL) was bubbled with N2 for 10 minutes. CuI (0.001 g, 0.006 mmol) and PdCl2(PPh3)2 (0.002 g, 0.003 mmol) were added and the reaction mixture was stirred at room temperature under a N2 atmosphere for 5.5 hours. The volatiles were removed in vacuo and the residue was purified by column chromatography (Biotage Isolera, 12 g SiO2 cartridge, 10-100% EtOAc in petroleum benzine 40-60° C.) to give the title compound A37 as an off-white solid (0.067 g, 63%). LCMS-D: rt 3.33 min; m/z 334 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238644B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-f5588b614f9a417993e19905452136fc |
| Source note | uspto-grants-2016_01 |