HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1'-[6-(3-Methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,4'-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazine | HCID 10921829 | — |
| Reactant | 2H-Spiro(1-benzofuran-3,4'-piperidine) | HCID 15187046 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1'-[6-(3-Methyl-1,2,4-thiadiazol-5-yl)pyridazin-3-yl]spiro[1-benzofuran-3,4'-piperidine] | HCID 25000657 | 35.4% |
Reaction Steps
A solution (4 ml) of 3-Chloro-6-(3-methyl-1,2,4-thiadiazol-5-yl)pyridazine (69 mg), spiro[1-benzofuran-3,4′-piperidine] (62 mg) and potassium carbonate (54 mg) in N,N-dimethylformamide was stirred at 70° 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 purified by silica gel chromatography (33% ethyl acetate/hexane) to give the object product (42 mg, 35%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575167B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-f7bb8bc700d842668f9c51a7bd3eb42b |
| Source note | uspto-grants-2013_11 |