Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butanal | HCID 261 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 67188496 | HCID 67188496 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24852913 | HCID 24852913 | — |
Reaction Steps
0.2 g of 1-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-1,2,3,4-tetrahydroquinoxaline, dissolved in 22 ml of dichloromethane, is introduced into a 100 ml round-bottomed flask. 0.29 ml of N-butyraldehyde is subsequently added, followed by 0.27 g of sodium triacetoxyborohydride, and the reaction mixture is stirred for eighteen hours. A saturated aqueous sodium hydrogencarbonate solution is added and then the aqueous phase is extracted three times with dichloromethane. The organic phases are combined and dried over sodium sulfate and the solvent is evaporated under reduced pressure. The residue is chromatographed on silica gel with a dichloromethane/methanol 95/5 mixture. 0.032 g of 1-butyl-4-[(3-(pyridin-3-yl)pyrrolidin-1-yl)carbonyl]-1,2,3,4-tetrahydroquinoxaline is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07947834B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-edc7d20595bd487aab2fef4cdad6c65e |
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| Source note | uspto-grants-2011_05 |
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