HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67145393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(Methylthio)benzeneboronic acid | HCID 2773543 | — |
| Reactant | 2-Amino-5-chloro-3-iodopyridine | HCID 11076010 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67145393 | HCID 67145393 | 46.8% |
Reaction Steps
Mixture of 2-(methylthio)phenylboronic acid (5.0 g, 29.8 mmol), 5-chloro-3-iodopyridin-2-amine (7.56 g, 29.8 mmol), sodium carbonate (9.0 g, in 50 mL of water), Pd(PPh3)4 (621 mg) and 100 mL of toluene was refluxed overnight under N2. reaction mixture was cooled down to room temperature, organic layer was separated and concentrated in vacuum. The residue was subjected to column chromatography on silica gel with hexane/ethyl acetate gradient mixture as eluent, providing 3.5 g of 5-chloro-3-(2-(methylthio)phenyl)pyridin-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067947B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-3dff9ed32402442792153133afec4c56 |
| Source note | uspto-grants-2015_06 |