Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 3027195 | HCID 3027195 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 21925648 | HCID 21925648 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66657264 | HCID 66657264 | — |
Reaction Steps
An acetic acid solution (15 ml) containing 3-oxopyrrolidine-1-carboxylic acid text-butyl ester (0.67 g) and (3,4-dichlorophenyl)phenylamine (0.94 g) was stirred at room temperature over night. To the mixture was added 1.5 g of sodium triacetoxyborohydride, followed by stirring at room temperature for 8 hours. Dichloromethane was added to the reaction solution and washed with water, followed by drying over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was then purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1). The solvent was distilled off from the purified product under reduced pressure, and the residue was dissolved in 1 N hydrochloric acid-ethanol and heated under reflux for one hour. The reaction solution was concentrated to dryness to thereby obtain 50 mg of brown amorphous solid (3,4-dichlorophenyl)phenylpyrrolidin-3-ylamine dihydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815871B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-1de65dc83c784276b9c01d1a4596b966 |
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| Source note | uspto-grants-2014_08 |
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