HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → ethyl (2E)-3-(5-{[(3R)-1-(4-chlorobenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (R)-3-amino-1-(4-chlorobenzyl)pyrrolidine | HCID 24904911 | — |
| Reactant | Ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate | HCID 86603667 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl (2E)-3-(5-{[(3R)-1-(4-chlorobenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate | HCID 86603677 | 48.8% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of ethyl (2E)-3-(5-chloro-2-pyrazinyl)acrylate (1.78 g) and (3R)-1-(4-chlorobenzyl)-3-pyrrolidinamine (2.65 g) in DMF (25 mL) was added K2CO3 (5.79 g). After stirring for 3 hours at 100° C., the reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was washed with H2O, 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-(4-chlorobenzyl)-3-pyrrolidinyl]amino}-2-pyrazinyl)acrylate (1.58 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465731B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-b69db253160f4f6da29795bd14e8b109 |
| Source note | uspto-grants-2008_12 |