HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → Ethyl 5-amino-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | Ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate | HCID 59455767 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ethyl 5-amino-2-(2,6-difluorophenyl)-1,3-thiazole-4-carboxylate | HCID 66652898 | 25% |
Reaction Steps
To a solution of the ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate (1 eq) in pyridine (0.1 M) was added Lawesson's reagent (1.5 eq.). The mixture was stirred at reflux under Ar for 18 hours. Solvents were removed under reduced pressure. The crude residue was purified by flash chromatography (EtOAc:hexanes=1:1) to give the ethyl 5-amino-2-(2,6-difluorophenyl)thiazole-4-carboxylate in 25% yield. LC/MS (m/z): 284.9 (MH+), Rt: 0.76 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09173883B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-99acd3e6fe2e44d2b1d48aa68cd6b158 |
| Source note | uspto-grants-2015_11 |