HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53884565, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Hydroxy-5-chloropyridine | HCID 582305 | — |
| Reactant | Ethyl chloronicotinate | HCID 2796614 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53884565 | HCID 53884565 | 32% |
Reaction Steps
A solution of 2-Chloro-nicotinic acid ethyl ester (2.07 grams, 11.2 mmole), Cesium carbonate (7.27 grams, 22.3 mmole) and 5-chloro-3-pyridinol (1.45 grams, 11.2 mmole) in dry dimethylformamide (40 ml) was stirred at 90° C. overnight. The suspension was cooled to room temperature, poured into water and extracted with diethyl ether. The combined organics were washed with water and brine, dried over MgSO4, and concentrated to a tan solid. Recrystalization from hexane gave a yellow solid (1.0 g). M.P. 65-69° C.; Anal. calcd. for C13H11ClN2O3: C, 56.03; H, 3.98; N, 10.05. Found: C, 56.14; H, 4.04; N, 10.16.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380218B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-1b4e933c0cfe4a5188333c36216c9552 |
| Source note | uspto-grants-2002_04 |