Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 21350223 | HCID 21350223 | — |
| Reactant | HCID 21942282 | HCID 21942282 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 21350205 | HCID 21350205 | 54.5% |
Reaction Steps
3.6 g of 2-benzyl-3-methoxymethyloxy-6-iodopyridine (Production Example 3), 1.5 g of (3R,4R)-3,4-dimethylmethylenedioxy-2-pyrrolidinone synthesized by the known method as described in the literature document (J. Org. Chem., 1969, 34, 675.), 1.1 g of copper iodide (I), and 3.3 g of potassium carbonate were suspended in 20 ml of 1-methyl-2-pyrrolidone, followed by heating under stirring in an oil bath at 140° C. for 20 minutes under nitrogen atmosphere. After standing to cool, ethyl acetate and aqueous ammonia were added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was removed, and the residue was purified by silica gel column chromatography with 20–50% ethyl acetate/hexane, to give 2 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07112593B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-7f7add79f0044e48b8e24785c9a5b135 |
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| Source note | uspto-grants-2006_09 |
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