Ammonia → Imidazo(1,2-a)pyridine-3-acetamide

HRID 1725386Notes

Reaction equation

HRID 1725386 reaction equation
[NH3:1].C([O:4][C:5](=O)[CH2:6][C:7]1[N:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]2=[N:9][CH:8]=1)C>CO>[N:9]1[CH:8]=[C:7]([CH2:6][C:5]([NH2:1])=[O:4])[N:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=12

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11171725Ethyl 2-(imidazo[1,2-a]pyridin-3-yl)acetate

Product 1

HCID 89059Imidazo(1,2-a)pyridine-3-acetamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

Bubble ammonia through a solution of (imidazo[1,2-a]pyridin-3-yl)acetic acid ethyl ester (10.0 g, 48.96 mmol) in methanol (30 ml) at 0° C. Heat the reaction mixture in a sealed tube at 100° C. for 2 hours. Concentrate the reaction mixture under reduced pressure. Triturate with ethyl acetate to give the title compound as a white solid.

Workup

  1. concentrationConcentrate the reaction mixture under reduced pressure
  2. customTriturate with ethyl acetate

Sources & evidence

ORD record
ord-c00b75b43e864018bde561982f563cc5
Source dataset
uspto-grants-2009_02
Patent number
US07491716B2

Reaction notes

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