Potassium Iodide → 5-(3-Pyrrolidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Ethyl Ester

HRID 1437692Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[NH:19][C:9]2=[N:10][CH:11]=[C:12]([O:14][CH2:15][CH2:16][CH2:17]Cl)[CH:13]=[C:8]2[CH:7]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[NH:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1>>[CH2:1]([O:3][C:4]([C:6]1[NH:19][C:9]2=[N:10][CH:11]=[C:12]([O:14][CH2:15][CH2:16][CH2:17][N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)[CH:13]=[C:8]2[CH:7]=1)=[O:5])[CH3:2]

Participants

Reactant 4

HCID 4875Potassium Iodide

HCID 11430Potassium Carbonate

HCID 31268Pyrrolidine

HCID 684233145-(3-Chloro-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Ethyl Ester

Product 1

HCID 684223475-(3-Pyrrolidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Ethyl EsterYield 75%

Procedure

The title compound was synthesized in analogy to example 1, intermediate b), from 5-(3-chloro-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester, potassium carbonate, potassium iodide and pyrrolidine to give the desired product as light yellow solid (75%).

Sources & evidence

ORD record: ord-d832174ca8ee4fcbbc345b2a6cc05c25
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07622466B2

Reaction notes

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