Piperidine-1-propylamine → HCID 68467757, compound

HRID 506811Notes

Reaction equation

HRID 506811 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:23]([S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:16]4[N:17]=[CH:18][CH:19]=[C:20]([CH:21]=O)[C:15]=4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:34][CH3:35].[N:36]1([CH2:42][CH2:43][CH2:44][NH2:45])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1>>[CH3:1][O:2][C:3]1[N:8]=[C:7]2[C:9]([C:13]3[N:23]([S:24]([C:27]4[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=4)(=[O:26])=[O:25])[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH2:21][NH:45][CH2:44][CH2:43][CH2:42][N:36]5[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]5)=[C:15]4[CH:14]=3)=[CH:10][N:11]([CH3:12])[C:6]2=[CH:5][C:4]=1[O:34][CH3:35]

Participants

3

Reactant 2

HCID 19049Piperidine-1-propylamineHCID 866186352-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-4-carbaldehyde

Product 1

HCID 68467757HCID 68467757, compoundYield 39.8%

Procedure

The product is prepared by following the procedure described in example 34 stage (j), starting with 0.1 g of 2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-carbaldehyde and 0.145 g of 3-piperidino-propylamine instead of the cyclopropylamine used in example 34 stage (j). After purification by flash-pack chromatography (SiO2, dichloromethane/methanol/aqueous ammonia (28%) 40/5/0.5 by volume as eluents), 0.05 g of [2-(5,6-dimethoxy-1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylmethyl]-(3-piperidin-1-ylpropyl)amine is obtained with the following characteristics:

Workup

  1. customThe product is prepared
  2. customAfter purification by flash-pack chromatography (SiO2, dichloromethane/methanol/aqueous ammonia (28%) 40/5/0.5 by volume as eluents)

Sources & evidence

ORD record
ord-635484229c9b4d1f9e2a5f7c9a4eda77
Source dataset
uspto-grants-2010_08
Patent number
US07786114B2

Reaction notes

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