HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479532Generated: October 31, 2026
Dimethylformamide → Ethyl 5-chloro-6-cyanonicotinate
https://huagongshe.com/reaction/1479532
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl 5,6-Dichloronicotinate | HCID 16762519 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Product | Ethyl 5-chloro-6-cyanonicotinate | HCID 66875248 | — |
Reaction Steps
A solution of ethyl 5,6-dichloronicotinate (1 eq), zinc cyanide (0.75 eq) and tetrakis(triphenyl-phosphine)palladium (0.10 eq.) in DMF (0.3 M) was degassed and then heated at 100° C. for 3 hours. Solvent was removed en vaccuo to obtain a crude residue. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-80% ethyl acetate in hexane to give ethyl 5-chloro-6-cyanonicotinate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09408907B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-cf1dc702b909494fa6510a0685d1470f |
|---|
| Source note | uspto-grants-2016_08 |
|---|