Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 67128668 | HCID 67128668 | — |
| Reactant | Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate | HCID 86603667 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 67128878 | HCID 67128878 | 99.9% |
Reaction Steps
To a mixture of ethyl (2E)-3-(5-chloropyrazin-2-yl)acrylate (242.8 mg) in DMA (1.9 mL) was added (3R)-1-(7-oxabicyclo[2.2.1]hept-1-ylmethyl)pyrrolidin-3-amine dihydrochloride (370 mg) and Et3N (796 uL), which was stirred at 100° C. for 24 hours. To the resultant was added H2O, which was extracted with AcOEt. The organic phase was washed with brine, dried over Na2SO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-(5-{[(3R)-1-(7-oxabicyclo[2.2.1]hept-1-ylmethyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate (425 mg) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750155B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-d2428a02ba05420ba912df114e0a5722 |
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| Source note | uspto-grants-2010_07 |
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