HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate → [1-(2-Chloro-quinolin-5-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate | HCID 10750535 | — |
| Reactant | 7-Bromomethyl-2-chloro-quinoline | HCID 11334357 | — |
| Reactant | 5-Bromomethyl-2-chloro-quinoline | HCID 11414202 | — |
| Reactant | 7-(Bromomethyl)-1-chloroisoquinoline | HCID 18176252 | — |
| Product | [1-(2-Chloro-quinolin-5-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester | HCID 53882422 | — |
Reaction Steps
The title compound is prepared from (2-oxopyrrolidin-3-(S)-yl)-carbamic acid tert-butyl ester as described in EXAMPLE 1, Part H using a 2:1 mixture of 5-bromomethyl-2-chloro-quinoline to 7-bromomethyl-2-chloro-quinoline, as prepared in EXAMPLE 15, Part C, in place of 7-bromomethyl-1-chloro-isoquinoline. The crude product mixture is purified by column chromatography eluting with 1% MeOH in 25% EtOAc/CH2Cl2 to afford as the major product the title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06281227B1 |
| Source dataset | uspto-grants-2001_08 |
| ORD ID | ord-9cc334e1ba284adabef1f5c73e2bd9c8 |
| Source note | uspto-grants-2001_08 |