HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane methanol → 1-((1R,3S)-3-aminocyclohexyl)pyrrolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | benzyl (1S,3R)-3-(2-oxopyrrolidin-1-yl)cyclohexylcarbamate | HCID 68101804 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-((1R,3S)-3-aminocyclohexyl)pyrrolidin-2-one | HCID 28168804 | — |
Reaction Steps
A degassed solution of benzyl (1S,3R)-3-(2-oxopyrrolidin-1-yl)cyclohexylcarbamate, 45b, (0.165 g, 0.522 mmol) and Pd on C (10% wet, Degussa, 0.050 g, 0.024 mmol) in MeOH (15 mL) was placed under H2 atm (balloon). After 105 min, TLC (10% MeOH-DCM) indicated complete consumption of starting material. H2 was removed and the solution filtered and concentrated in vacuo. The crude product was azeotroped with CH3CN (2×) to remove any residual MeOH and provided the desired product (96 mg): FIA (M+H+) 183.27
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829007B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-fbb4b02b32ed41f180ce1d34284ea0a0 |
| Source note | uspto-grants-2014_09 |