Hydrochloric Acid → 5-(3-Piperidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Hydrochloride

HRID 1437687Notes

Reaction equation

HRID 1437687 reaction equation
C([O:3][C:4]([C:6]1[NH:24][C:9]2=[N:10][CH:11]=[C:12]([O:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[CH:13]=[C:8]2[CH:7]=1)=[O:5])C.[ClH:25]>O1CCOCC1>[ClH:25].[N:18]1([CH2:17][CH2:16][CH2:15][O:14][C:12]2[CH:13]=[C:8]3[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[NH:24][C:9]3=[N:10][CH:11]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 684241025-(3-Piperidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Ethyl Ester

Product 1

HCID 684243705-(3-Piperidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid HydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the solution of 0.18 g (0.54 mmol) 5-(3-piperidin-1-yl-propoxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester in 1.2 ml dioxan, 0.54 ml (0.64 g) concentrated hydrochloric acid were added. The reaction mixture was heated under reflux for 18 h, evaporated and dried under high vacuum over phosphorus pentoxide to give 0.18 g (100%) of the compound as a light brown solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 18 h
  3. customevaporated
  4. dry with materialdried under high vacuum over phosphorus pentoxide

Sources & evidence

ORD record
ord-70f5636dc917483e8f920839aefdb9f2
Source dataset
uspto-grants-2009_11
Patent number
US07622466B2

Reaction notes

Loading…