HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1'-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,3'-pyrrolidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine | HCID 16732294 | — |
| Reactant | 2H-spiro[benzofuran-3,3-pyrrolidine] | HCID 57666275 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1'-[6-(3-Methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,3'-pyrrolidine] | HCID 25000658 | 47.2% |
Reaction Steps
A solution (5 ml) of spiro[1-benzofuran-3,3′-pyrrolidine] (50 mg) obtained in Example 50-(5) and 3-chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine (56 mg) obtained in Example 43-(2) and potassium carbonate (79 mg) in N,N-dimethylformamide was stirred at 95° C. for 3 days. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated. The residue was recrystallized from ethyl acetate to give the object product (45.1 mg, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575167B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-552cfcb41a5c45528d8a41da278ea776 |
| Source note | uspto-grants-2013_11 |