HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Proline → 2-(2-Aminoethyl)-1-methylpyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | HCID 21961495 | HCID 21961495 | — |
| Reactant | HCID 69015056 | HCID 69015056 | — |
| Product | 2-(2-Aminoethyl)-1-methylpyrrolidine | HCID 98388 | — |
Reaction Steps
In more detail, pyrazinopyrrolidine 1A is synthesized via a [3+2] cycloaddition chemistry. Conversion of L-proline 7 to cyano-1-aminopyrrolidine 8 without loss of stereochemistry, followed by reduction provides the chiral 2-aminoethyl-1-methylpyrrolidine 2A in high yield. CX-3543 was found to have a formulated solubility of approximately 20 mg/mL.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507727B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-543a2ceb0ca843d9ab6b33ebfcafa686 |
| Source note | uspto-grants-2009_03 |