HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 58188178, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 5-Methyl-2-(tri-n-butylstannyl)pyridine | HCID 11132711 | — |
| Reactant | HCID 58187991 | HCID 58187991 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 58188178 | HCID 58188178 | — |
Reaction Steps
A mixture of methyl 3-bromo-5-(2-(diethylamino)-1-hydroxyethyl)benzoate (80 mg, 0.24 mmol), 5-methyl-2-(tributylstannyl)pyridine (100 μL, 0.30 mmol), tetrakis(triphenylphosphine)-palladium(0) (14 mg, 0.012 mmol) and toluene (2.6 mL) under argon was subjected to microwave irradiation at 120° C. for 2 hours. The mixture was cooled to room temperature, poured into brine (20 mL) and extracted with ethyl acetate (3×20 mL). The combined extracts were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (0-100% EtOAc/hexane) to yield the title compound as a yellow oil. LC-MS: 343.7 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-02dcc897891a46d29126a5ee9db8d158 |
| Source note | uspto-grants-2015_02 |