HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodoethane → Ethyl 2,3-dichloropyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,3-Dichloropyridine-4-carboxylic acid | HCID 2736083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2,3-dichloropyridine-4-carboxylate | HCID 46311339 | — |
Reaction Steps
To a solution of 2,3-dichloroisonicotinic acid (5.62 mmol) in 15 mL DMF were added NaH (7.31 mmol) followed by iodoethane (6.75 mmol) at 0° C. The cooling bath was removed and the mixture was stirred at RT overnight. The reaction was quenched with sat. aq. NaHCO3 solution and extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo. Purification by CC (KP-SIL™ from Biotage) using Hept/EtOAc (6/4) gives the desired product as yellow oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221832B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-ccf9cfeb327a4e019818146ffd1f8e6d |
| Source note | uspto-grants-2015_12 |