HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748744Generated: October 29, 2026
Dimethylformamide → 2-{[(4-Chlorophenyl)sulfanyl](2,5-difluorophenyl)methyl}-3-methylpyridine
https://huagongshe.com/reaction/748744
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | p-Chlorothiophenol | HCID 7815 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23114710 | HCID 23114710 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-{[(4-Chlorophenyl)sulfanyl](2,5-difluorophenyl)methyl}-3-methylpyridine | HCID 23114810 | — |
Reaction Steps
To a dimethylformamide (5 ml) solution of the 2-[chloro-(2,5-difluorophenyl)methyl]-3-methylpyridine hydrochloride (94 mg, 0.32 mmol) obtained in Referential Example 14 were added 4-chlorobenzenethiol (70 mg, 0.49 mmol) and potassium carbonate (265 mg, 1.92 mmol) under a nitrogen atmosphere. The resulting mixture was stirred at 50° C. for 1 hour. After cooling to room temperature, diethyl ether (50 ml) was added to the reaction mixture. The resulting mixture was washed with water and brine. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography (hexane:ethyl acetate 10:1), whereby the title compound (103 mg, 89%) was obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07399775B2 |
|---|
| Source dataset | uspto-grants-2008_07 |
|---|
| ORD ID | ord-4a0a63c62b6e4423ad675019fdde69ee |
|---|
| Source note | uspto-grants-2008_07 |
|---|