HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyrimidine → HCID 68180982, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 68181277 | HCID 68181277 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68180982 | HCID 68180982 | — |
Reaction Steps
To a stirred solution of compound 44 (1.2 g, 3.48 mmol) in dry toluene (35 mL) were added 2-bromo-pyrimidine (0.55 g, 3.48 mmol) and NaOtBu (0.47 g, 4.88 mmol) and the solution was purged with argon for 30 minutes. Pd2(dba)3 (0.159 g, 0.17 mmol) and Verkade's super base (0.24 g, 0.70 mmol) were then added and the solution refluxed overnight. The reaction mixture was filtered through Celite®reagent and washed with ethyl acetate. The filtrate was washed with water and brine solution, dried over anhydrous Na2SO4, filtered and concentrated. The crude material was purified by Combiflash® chromatography eluting with 14-15% ethyl acetate-hexane to get compound 47.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865741B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ebc76de1fb3e49eab714ba7092232c10 |
| Source note | uspto-grants-2014_10 |