HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → ethyl (2E)-3-(5-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3R)-1-benzylpyrrolidin-3-amine | HCID 1519354 | — |
| Reactant | Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate | HCID 86603667 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl (2E)-3-(5-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate | HCID 86603676 | 46.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate (1.50 g) in DMF (21 mL) was added (3R)-1-benzyl-3-pyrrolidinamine (2.24 g) and Et3N (3.44 mL). After stirring for 3 hours at 100° C., the reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was washed with brine, dried over MgSO4, filtered, and evaporated in vacuo. The residue was purified by column chromatography on silica gel to give ethyl (2E)-3-(5-{[(3R)-1-benzyl-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate (1.15 g)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465731B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-90d604a2447d4ecca464388ea0c3f2dc |
| Source note | uspto-grants-2008_12 |