1-(1-Methylpyrrolidine-2-carbonyl)piperazine → HCID 58493939, compound

HRID 2360482Notes

Reaction equation

HRID 2360482 reaction equation
[CH:1]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[N:10]([CH3:12])[C:9]([C:13]([OH:15])=[O:14])=[CH:8]2)=O.[CH3:16][N:17]1[CH2:21][CH2:20][CH2:19][CH:18]1[C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23].ClCCl.CO>ClCCl.CO.O>[CH3:12][N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[CH:4][C:3]=2[CH2:1][N:27]2[CH2:28][CH2:29][N:24]([C:22]([C@@H:18]3[CH2:19][CH2:20][CH2:21][N:17]3[CH3:16])=[O:23])[CH2:25][CH2:26]2)[CH:8]=[C:9]1[C:13]([OH:15])=[O:14]

Participants

5

Reactant 3

HCID 197048241-(1-Methylpyrrolidine-2-carbonyl)piperazineHCID 21226129Dichloromethane methanolHCID 58493932HCID 58493932, compound

Product 1

HCID 58493939HCID 58493939, compound

Reagents, catalysts & solvents 1

HCID 21958822Dichloromethane methanol waterSolvent

Procedure

7-formyl-1-methyl-1H-indole-2-carboxylic acid and (1-methyl-pyrrolidin-2-yl)-piperazin-1-yl-methanone are used as reaction partners. After the reaction has ended the solvents are eliminated in vacuo and the residue is taken up in a little dichloromethane/methanol 80:20. The solution is added to a short layer of silica gel and sucked into a vacuum suction flask by the application of reduced pressure. Then dichloromethane/methanol/water 1:1:0.1 is added in several small batches and again the solution is sucked into a vacuum suction flask by the application of reduced pressure. The fractions containing the product are combined and evaporated down in vacuo.

Workup

  1. additionThe solution is added to a short layer of silica gel
  2. additionThe fractions containing the product
  3. customevaporated down in vacuo

Sources & evidence

ORD record
ord-c326750508a3442fa457f4f0a77b5724
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

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