4-Nitrobenzyl bromide → HCID 54053133, compound

HRID 651619Notes

Reaction equation

HRID 651619 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].[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1)([O-:17])=[O:16]>>[C:1]([O:5][C:6](=[O:14])[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:22][C:21]2[CH:24]=[CH:25][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[C:9]1=[O:13])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 660114-Nitrobenzyl bromideHCID 10750535(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate

Product 1

HCID 54053133HCID 54053133, compound

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 4-nitrobenzyl bromide in place of 7-bromomethyl-1-chloro-isoquinoline. The crude product is purified by column chromatography eluting with a gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2 to afford the title compound as a yellow solid.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with a gradient of 10% EtOAc/CH2Cl2 to 25% EtOAc/CH2Cl2

Sources & evidence

ORD record
ord-8c861eab508442d584808e770ee1257e
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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