Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 67003455 | HCID 67003455 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 67003867 | HCID 67003867 | — |
Reaction Steps
A solution of Example 47B (0.034 g, 0.079 mmol) in 0.8 mL acetic acid was treated with formalin (0.035 mL, 0.475 mmol) and pyrrolidine (0.039 mL, 0.475 mmol). The reaction was heated at 75° C. for 1 hour. Additional pyrrolidine (0.163 mL, 1.98 mmol) was added, and the reaction was heated at 75° C. for 6 hours. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The concentrate was dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate. The aqueous layer was extracted with additional dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to provide the title compound. ESI(+) m/z 513.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691810B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-a3591d07475b455fa1d8b6ecfbee7e20 |
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| Source note | uspto-grants-2014_04 |
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