Sodium Hydroxide → HCID 20072848, compound

HRID 2367726Notes

Reaction equation

HRID 2367726 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]2[CH:13]=[C:12]([C:14]#[N:15])[CH:11]=[CH:10][N:9]2[CH:16]=1)=[O:5])C.[OH-].[Na+]>O1CCOCC1.O>[C:14]([C:12]1[CH:11]=[CH:10][N:9]2[CH:16]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[C:8]2[CH:13]=1)#[N:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66656352HCID 66656352, compound

Product 1

HCID 20072848HCID 20072848, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Conditions

Temperature
50 °C

Procedure

To a suspension of 7-cyano-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester (501 mg, 2.33 mmol) in 5:1 dioxane/water (30 mL) add sodium hydroxide (130 mg, 3.26 mmol) and stir at 50° C. overnight. Concentrate to a solid and acidify with 4 M HCl in dioxane. Concentrate again to afford the desired product 7-cyano-imidazo[1,2-a]pyridine-2-carboxylic acid and use without further purification.

Workup

  1. concentrationConcentrate to a solid and acidify with 4 M HCl in dioxane
  2. concentrationConcentrate again

Sources & evidence

ORD record
ord-313fe7043a4842959846bdbeed107bc0
Source dataset
uspto-grants-2014_04
Patent number
US08697911B2

Reaction notes

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