HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 58828884, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Bromoisoquinoline | HCID 736487 | — |
| Reactant | Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-carboxylate | HCID 58828895 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | HCID 58828884 | HCID 58828884 | 70.9% |
Reaction Steps
Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthoate (2.2 g, 7.0 mmol), 5-Bromoisoquinoline (1.33 g, 6.3 mmol), a 2M solution of sodium carbonate (9.6 mL) and palladium tetrakistriphenylphospine (0.37 g, 0.32 mmol) were heated in Toluene-EtOH (105 mL-21 mL) at 80° C. overnight. Solvent was evaporated and mixture was extracted with ethyl acetate. Organic phase was washed with brine, dried, filtered and evaporated. Residue was purified by chromatography (ethyl acetate-hexane 10:90->20:80->30:70->40:60->60-40. to give 1.4 g of the title compound as an off-white solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017601B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-254d9feadf6c42949d969310108d3413 |
| Source note | uspto-grants-2011_09 |