HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,6-Difluoro-4-(5-pentylpyrimidin-2-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | HCID 15131405 | HCID 15131405 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2,6-Difluoro-4-(5-pentylpyrimidin-2-yl)benzonitrile | HCID 15131406 | 42.4% |
Reaction Steps
0.7 g of 2-(3',5'-difluoro-4'-bromophenyl)-5-pentylpyrimidine, 0.5 g of copper (I) cyanide and 3.5 ml of N-methylpyrrolidone were mixed in a flask and refluxed for 5 hours. The solution was poured into a solution including 1.7 g of iron (III) chloride, 0.4 ml of concentrated hydrochloric acid and 1.7 ml of water. The solution was extracted with chloroform and washed with water and an aqueous 10% solution of potassium hydroxide. The chloroform was distilled off. The residue was treated through a silica gel column using chloroform as the solvent and recrystallized from methanol to yield 0.25 g of 2-(3',5'-difluoro-4'-cyanophenyl)-5-pentylpyrimidine. The crystal--isotropic liquid transfer point (C-I Point) of the compound was 65.3° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05030382 |
| Source dataset | uspto-grants-1991_07 |
| ORD ID | ord-23a5f7ea8963411583131eae81098fad |
| Source note | uspto-grants-1991_07 |