HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-5-nitropyridine → HCID 86690160, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Reactant | {3-Formyl-5-methyl-2-[(propan-2-yl)oxy]phenyl}boronic acid | HCID 16217234 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86690160 | HCID 86690160 | 92.7% |
Reaction Steps
2-Chloro-5-nitropyridine (0.28 g, 1.76 mmol), 3-formyl-2-isopropoxy-5-methylphenylboronic acid (0.78 g, 3.52 mmol) and bis(di-tert-butyl(4-dimethylaminophenylphosphine)dichloropalladium(II) (0.012 g, 0.02 mmol) were added to 1,2-dimethoxyethan (9 ml), degassed and purged with nitrogen three times under reduced pressure. Under nitrogen atmosphere the mixture was stirred at room temperature for 30 minutes, 1M aqueous sodium carbonate (9 ml) was poured in, and the temperature was raised to 80° C. After the reaction at 80° C. for 23 hours, the mixture was cooled to room temperature and crystallized with addition of water. The crystallized crystals were filtered to give the title compound (0.49 g, 92.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206129B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-517098175ffe4cf0a9a2aea279455c8a |
| Source note | uspto-grants-2015_12 |