HuagongsheHuagongshe Chemistry Print Report · For research reference only
N'-Hydroxybenzenecarboximidamide → 3-Butyl-8-chloro-1-[4-(3-phenyl-1,2,4-oxadiazol-5-yl)butyl]-3,7-dihydro-1H-purine-2,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N'-Hydroxybenzenecarboximidamide | HCID 69186 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | ethyl 5-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoate | HCID 59395413 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Butyl-8-chloro-1-[4-(3-phenyl-1,2,4-oxadiazol-5-yl)butyl]-3,7-dihydro-1H-purine-2,6-dione | HCID 59395482 | 45.9% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
Ethyl 5-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoate (74 mg, 0.2 mmol) and benzamidoxime (30 mg, 0.22 mmol) were suspended in dry EtOH (1 ml) and ethanolic sodium ethoxide (21% by wt., 0.111 ml, 0.3 mmol) was added. The mixture was gently warmed until solids were dissolved and then heated in the microwave reactor at 140° C. for 10 min. The mixture was then partitioned between EtOAc and 2M HCl and the organic phase dried (Na2SO4) and evaporated. MDAP afforded the pure title compound (40.7 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143264B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-27fd95844ea94d7f993b74045578233f |
| Source note | uspto-grants-2012_03 |