Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Chloropyridine-2-carboxylic acid ethyl ester | HCID 13015359 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Product | 40472-76-2 | HCID 22727217 | 85% |
Reaction Steps
Ethyl 4-chloropyridine-2-carboxylate (200 mg, 1.08 mmol) was dissolved in diethyl ether (10 ml) and cooled to 0° C. MeMgBr (1.08 ml of a 3M solution in diethyl ether, 3.24 mmol) was added dropwise and the reaction was warmed to room temperature and stirred for 30 minutes. After quenching with saturated NaHCO3 (2 ml) and diluting with diethyl ether (40 ml), the resulting mixture stirred vigorously for 30 minutes to break up the resulting solid. The mixture was washed twice with saturated NaHCO3 (20 ml), dried (MgSO4) and concentrated at reduced pressure. The resulting residue was dissolved in diethyl ether (10 ml) and the Grignard reaction repeated giving the title compound as colourless oil (157 mg, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08691804B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-5138400da51b4102b63effe0097cc7ab |
|---|
| Source note | uspto-grants-2014_04 |
|---|