HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (S)-2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | (S)-tert-butyl 2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethylcarbamate | HCID 58537431 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (S)-2-(5-(1-methylpyrrolidin-2-yl)pyridin-3-yloxy)ethanamine | HCID 54675478 | 85% |
Reaction Steps
Preparation 12a: (S)-tert-butyl 2-(5-(1-Methylpyrrolidin-2-yl)pyridin-3-yloxy)ethylcarbamate (preparation 11) (105 mg, 0.33 mmol) was stirred in trifluoroacetic acid (1 mL) and DCM (5 mL) for 1.5 h. The reaction mixture was evaporated, then co-evaporated with DCM (×5) and 20% ammonia in MeOH. The crude product was purified by flash chromatography (5% [20% ammonia in MeOH] in DCM) to give the title compound as a yellow oil (62 mg, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980276B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-4a9d04f5ab4c4feea4fd7650066e6039 |
| Source note | uspto-grants-2015_03 |