(S)-tert-Butyl (2-oxopyrrolidin-3-yl)carbamate → HCID 53857962, compound

HRID 651652Notes

Reaction equation

HRID 651652 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].[C:15]1([S:21]([N:24]2[C:32]3[C:27](=[N:28][C:29]([Cl:33])=[CH:30][CH:31]=3)[CH:26]=[C:25]2[CH2:34]Br)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[C:1]([O:5][C:6](=[O:14])[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([CH2:34][C:25]2[N:24]([S:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)(=[O:23])=[O:22])[C:32]3[C:27](=[N:28][C:29]([Cl:33])=[CH:30][CH:31]=3)[CH:26]=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 181763561-benzenesulfonyl-2-bromomethyl-5-chloro-1H-pyrrolo[3,2-b]pyridine

Product 1

HCID 53857962HCID 53857962, 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 1-benzenesulfonyl-2-bromomethyl-5-chloro-1H-pyrrolo[3,2-b]pyridine in place of 7-bromomethyl-1-chloro-isoquinoline. The crude product is purified by column chromatography eluting with a gradient of 15% EtOAc/hexanes to 50% EtOAc/hexanes to give the title compound as a beige solid.

Workup

  1. customThe crude product is purified by column chromatography
  2. washeluting with a gradient of 15% EtOAc/hexanes to 50% EtOAc/hexanes

Sources & evidence

ORD record
ord-b012df9fa7f64b9f8374a809c098d718
Source dataset
uspto-grants-2001_08
Patent number
US06281227B1

Reaction notes

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