HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]-3H-spiro[1-benzofuran-2,3'-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 | 3H-spiro[1-benzofuran-2,3'-pyrrolidine] hydrochloride | HCID 20394274 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1'-[6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazin-3-yl]-3H-spiro[1-benzofuran-2,3'-pyrrolidine] | HCID 25001001 | 52.6% |
Reaction Steps
A mixture of 3-chloro-6-(3-methyl-1,2,4-oxadiazol-5-yl)pyridazine (39 mg) obtained in Example 43(2), 3H-spiro[1-benzofuran-2,3′-pyrrolidine] hydrochloride (42 mg) and potassium carbonate (55 mg) was stirred in DMF (5 mL) at 120° C. overnight. After cooling to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The desiccant was filtered off, and the filtrate was concentrated. The residue was washed with a small amount of acetic acid to give the object product (35 mg, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575167B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-8cb62c7e6e9f482ea69a2e0fbd60d8e2 |
| Source note | uspto-grants-2013_11 |