HuagongsheHuagongshe Chemistry Print Report · For research reference only
(R)-benzyl-2-(5-(2-(phenylsulfonyl)ethyl)-1H-indole-3-carbonyl)-pyrrolidine-1-carboxylate → (R)-(1-methylpyrrolidin-2-yl)(5-(2-(phenylsulfonyl)ethyl)-1H-indol-3-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (R)-benzyl-2-(5-(2-(phenylsulfonyl)ethyl)-1H-indole-3-carbonyl)-pyrrolidine-1-carboxylate | HCID 46195789 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Formaldehyde | HCID 712 | — |
| Solvent | Methanesulfonic Acid | HCID 6395 | — |
| Solvent | Palladium | HCID 23938 | — |
| Product | (R)-(1-methylpyrrolidin-2-yl)(5-(2-(phenylsulfonyl)ethyl)-1H-indol-3-yl)methanone | HCID 9908745 | 65% |
Reaction Steps
A suspension of (R)-benzyl-2-(5-(2-(phenylsulfonyl)ethyl)-1H-indole-3-carbonyl)-pyrrolidine-1-carboxylate (5.0 g) in 50 ml acetone, methanesulfonic acid, formaldehyde and 10% Pd/C was subject to hydrogenation at 45 psi. Upon completion of the reaction the catalyst was filtered off and the solvent removed under vacuum to provide the title compound in about 65-75% yield. Mass (M+Na) 419.5
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633239B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-32d904fee3e54f058e09eed99808ceb3 |
| Source note | uspto-grants-2014_01 |