HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 3-Methoxypyridine-2-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Sodium 3-methoxypyridine-2-carboxylate | HCID 66803094 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Methoxypyridine-2-carbonyl chloride | HCID 86710518 | 28.3% |
Reaction Steps
To a stirred suspension of sodium 3-methoxypyridine-2-carboxylate (Intermediate 94, ˜3.3 mmol) in dichloromethane (10 ml) and pyridine (5 ml) at 0 C (ice-bath) was added dropwise oxalyl chloride (0.58 ml, 6.6 mmol). The mixture was stirred 10 minutes, then DMF (1 drop) was added. The mixture was warmed to room temperature and stirred 2 h then concentrated under vacuum. The residue was dissolved in dichloromethane (10 ml) and filtered through a plug of cotton wool. The filtrate was concentrated under vacuum to give the title compound as a brown oil (0.16 g) which was used without further purification or characterisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895733B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-4bd8fdbc0380497c8c1eb07265a09966 |
| Source note | uspto-grants-2014_11 |