HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium ethoxide → 3-Butyl-8-chloro-1-{3-[3-(2,3-dichlorobenzyl)-1,2,4-oxadiazol-5-yl]propyl}-3,7-dihydro-1H-purine-2,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Ethyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoate | HCID 59395861 | — |
| Reactant | HCID 178506459 | HCID 178506459 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Butyl-8-chloro-1-{3-[3-(2,3-dichlorobenzyl)-1,2,4-oxadiazol-5-yl]propyl}-3,7-dihydro-1H-purine-2,6-dione | HCID 59395700 | 54.8% |
Reaction Steps
Ethyl 4-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)butanoate (53 mg, 0.15 mmol) and (1Z)-2-(2,3-dichlorophenyl)-N-hydroxyethanimidamide (36 mg, 0.165 mmol; Entry 3, Table 7) and 21% ethanolic sodium ethoxide (0.083 ml, 0.22 mmol) were heated together in EtOH (0.75 ml) in the microwave reactor at 140° C. for 10 min. The mixture was then partitioned between EtOAc and 2M HCl, the organic phase separated, evaporated and the product purified by MDAP to give the title compound as a solid (42.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143264B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-5033d8c27490468da4eaf1f2a2942979 |
| Source note | uspto-grants-2012_03 |