HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 64136414, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Chloro-2-methoxyphenylboronic acid | HCID 2735751 | — |
| Reactant | 2-Amino-5-chloro-3-iodopyridine | HCID 11076010 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 64136414 | HCID 64136414 | 46% |
Reaction Steps
Mixture of 5-chloro-2-methoxyphenylboronic acid (5.0 g, 26.8 mmol), 5-chloro-3-iodopyridin-2-amine (6.83 g, 26.8 mmol), sodium carbonate (8.53 g, 80.5 mmol in 50 mL of water), Pd(PPh3)4 (621 mg, 2 mol. %) 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 3.3 g (46% yield) of 5-chloro-3-(5-chloro-2-methoxyphenyl)pyridin-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067947B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-e9e4ed6f986f475eb04a283e97d0301b |
| Source note | uspto-grants-2015_06 |