HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(5-Chloro-2-methoxyphenyl)pyridin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Amino-3-iodopyridine | HCID 1516510 | — |
| Reactant | 5-Chloro-2-methoxyphenylboronic acid | HCID 2735751 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-(5-Chloro-2-methoxyphenyl)pyridin-4-amine | HCID 50967004 | — |
Reaction Steps
3-iodopyridin-4-amine (2.2 g, 10 mmol), (5-chloro-2-methoxyphenyl)boronic acid (1.86 g, 10 mmol) and, and K2CO3 (4.2 g, 30 mmol) were mixed in 50 mL of toluene, 5 mL of deionized water and 5 mL of ethanol. To the solution was bubbled with nitrogen for 15 min. Pd(PPh3)4 (0.23 g, 0.2 mmol) was then added. The mixture was refluxed overnight under nitrogen. After cooling, the aqueous layer was removed and the organic layer was then concentrated. The residue was then purified by column chromatography using ethyl acetate as the eluent. 2.0 g (85%) of product was collected as the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09324949B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-638d4d080b8c4ebf93b1589b2afe3f2d |
| Source note | uspto-grants-2016_04 |