(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate → [1-(2-Chloro-quinolin-7-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester

HRID 651609Notes

Reaction equation

HRID 651609 reaction equation
[C:1]([O:5][C:6](=[O:14])[NH:7][C@H:8]1[CH2:12][CH2:11][NH:10][C:9]1=[O:13])([CH3:4])([CH3:3])[CH3:2].Br[CH2:16][C:17]1[CH:26]=[C:25]2[C:20]([CH:21]=[CH:22][C:23]([Cl:27])=[N:24]2)=[CH:19][CH:18]=1>>[C:1]([O:5][C:6](=[O:14])[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:16][C:17]2[CH:26]=[C:25]3[C:20]([CH:21]=[CH:22][C:23]([Cl:27])=[N:24]3)=[CH:19][CH:18]=2)[C:9]1=[O:13])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 10750535(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamateHCID 113343577-Bromomethyl-2-chloro-quinoline

Product 1

HCID 54270233[1-(2-Chloro-quinolin-7-ylmethyl)-2-oxopyrrolidin-3-(S)-yl]-carbamic acid tert-butyl ester

Procedure

The title compound is prepared from (2-oxopyrrolidin-3-(S)-yl)-carbamic acid tert-butyl ester as described in EXAMPLE 1, Part H using 7-bromomethyl-2-chloro-quinoline in place of 7-bromomethyl-1-chloro-isoquinoline. The crude product is triturated in 20% EtOAc/hexanes and filtered to afford the title compound as a beige solid.

Workup

  1. customThe crude product is triturated in 20% EtOAc/hexanes
  2. filtrationfiltered

Sources & evidence

ORD record
ord-8ccf4fcf6f234b459c6e1cf612bb020f
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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