Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroiodomethane | HCID 16843 | — |
| Reactant | 2,6-Dichloro-5-fluoronicotinic acid | HCID 2733659 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86590509 | HCID 86590509 | — |
Reaction Steps
A solution of 2,6-dichloro-5-fluoronicotinic acid (10 g) in THF (100 mL) at −78° C. was treated with 1.6M methyllithium in diethyl ether (62.5 mL), stirred at −25° C. for 1.5 hours, cooled to −78° C., treated with trifluoromethyl iodide (22.6 g) over 30 minutes, stirred at −78° C. for 1.5 hours, −25° C. for 1.5 hours, and 0° C. for two hours, treated with water, concentrated to remove the organic solvents, washed with diethyl ether, acidified with 1M HCl, and extracted with diethyl ether; and the extract was dried (Na2SO4), filtered, and concentrated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163769B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-c47f0a2fc72a4af9a6087802bd2fde97 |
|---|
| Source note | uspto-grants-2012_04 |
|---|