HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-Methyl-N-{[(2S)-pyrrolidin-2-yl]methyl}cyclopropanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Borane | HCID 6331 | — |
| Reactant | HCID 45115984 | HCID 45115984 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Methyl-N-{[(2S)-pyrrolidin-2-yl]methyl}cyclopropanamine | HCID 45088411 | — |
Reaction Steps
To a solution of (S)-pyrrolidine-2-carboxylic acid cyclopropyl-methyl-amide in THF at 0° C. was added borane (2 eq., 1 M in THF) dropwise. The mixture was allowed to warm up to rt then heated to reflux for 24 hours. The cooled reaction was acidified with HCl and heated at 75° C. for 10 mins. The mixture was concentrated, basified with 2N NaOH and extracted with 10% methanol in DCM. The combined DCM was dried and concentrated to give cyclopropyl-methyl-(S)-1-pyrrolidin-2-ylmethyl-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06599902B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-1998fe8a4a4649789a08a85818c97b1a |
| Source note | uspto-grants-2003_07 |