HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → N-[1-(alpha-(2-(2-(2-Methoxyethoxy)-ethoxy)-ethoxycarbonyloxy)benzyl)-1,4-dihydropyridin-4-ylidene]-N'-cyano-N''-(6-(4-chlorophenoxy)-hexyl)-guanidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | alpha-Chlorobenzyl 2-(2-(2-methoxyethoxy)-ethoxy)-ethyl carbonate | HCID 18629469 | — |
| Reactant | Chs-828 | HCID 178512290 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[1-(alpha-(2-(2-(2-Methoxyethoxy)-ethoxy)-ethoxycarbonyloxy)benzyl)-1,4-dihydropyridin-4-ylidene]-N'-cyano-N''-(6-(4-chlorophenoxy)-hexyl)-guanidine | HCID 10168663 | — |
Reaction Steps
A mixture of N-(6-(4-chlorophenoxy)-hexyl)-N′-cyano-N″-(4-pyridyl)-guanidine (67 mg) and α-chlorobenzyl 2-(2-(2-methoxyethoxy)-ethoxy)-ethyl carbonate (150 mg) was placed in a preheated oil bath at 90° C. After 10 minutes a clear yellow melt was formed and after a further 20 minutes the mixture was cooled to room temperature and EtOAc (4 ml) was added. Decantation and evaporation in vacuo gave a residue which was treated with ether. After decantation of the ether, the residue was taken up in dichloromethane and washed with an excess of sodium bicarbonate. Chromatography on silica gel with dichloromethane/methanol (98:2) as eluent gave the title compound as a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525077B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-5e422d87fc5f4d0882780eb4bd096495 |
| Source note | uspto-grants-2003_02 |