Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | HCID 19599945 | HCID 19599945 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 19600132 | HCID 19600132 | — |
Reaction Steps
To a solution of 0.315 g (1.000 mmol) of 1-(6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)-6-(4-fluorophenyl) hexan-1-one in 20 ml of acetic acid, 0.135 ml (1.50 mmol) of 50% aqueous dimethylamine and 0.122 ml (1.50 mmol) of 37% aqueous formaldehyde were added, followed by stirring at 100° C. for 60 minutes. After the solvent was distilled off under reduced pressure, the residual solution was alkalified with 5% aqueous sodium hydrogen carbonate, and extracted with dichloromethane 2 times. The combined organic layer was washed with water and dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform/methanol=50/1) to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05998433 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-c884c75da4f44c87a859ef6467aeea53 |
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| Source note | uspto-grants-1999_12 |
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