2-[3-(S)-Amino-2-oxo-pyrrolidin-1-ylmethyl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester → HCID 53936459, compound

HRID 394615Notes

Reaction equation

HRID 394615 reaction equation
[Cl:1][C:2]1[S:6][C:5]([CH:7]=[CH:8][S:9](Cl)(=[O:11])=[O:10])=[CH:4][CH:3]=1.C(OC([N:20]1[C:28]2[CH:27]=[CH:26][N:25]=[CH:24][C:23]=2[CH:22]=[C:21]1[CH2:29][N:30]1[CH2:34][CH2:33][C@H:32]([NH2:35])[C:31]1=[O:36])=O)(C)(C)C>>[O:36]=[C:31]1[C@@H:32]([NH:35][S:9]([CH:8]=[CH:7][C:5]2[S:6][C:2]([Cl:1])=[CH:3][CH:4]=2)(=[O:11])=[O:10])[CH2:33][CH2:34][N:30]1[CH2:29][C:21]1[NH:20][C:28]2[CH:27]=[CH:26][N:25]=[CH:24][C:23]=2[CH:22]=1

Participants

3

Reactant 2

HCID 543682692-[3-(S)-Amino-2-oxo-pyrrolidin-1-ylmethyl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl esterHCID 544630642-(5-Chlorothiophen-2-yl)ethenesulfonyl chloride

Product 1

HCID 53936459HCID 53936459, compound

Procedure

The title compound is prepared as described in EXAMPLE 56. Part A using 2-(5-chlorothiophen-2-yl)-ethenesulfonyl chloride and 2-[3-(S)-amino-2-oxo-pyrrolidin-1-ylmethyl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester as starting material. The crude product can be purified by column chromatography eluting with 5% MeOH/CH2Cl2 to give the title compound as a white solid or used in the subsequent step after an aqueous work-up without further purification.

Workup

  1. customThe title compound is prepared
  2. customThe crude product can be purified by column chromatography
  3. washeluting with 5% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-d3703220be3f4412bc3a654e74b8198d
Source dataset
uspto-grants-2003_08
Patent number
US06602864B1

Reaction notes

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