Hydrochloric Acid → HCID 178524703, compound

HRID 405807Notes

Reaction equation

HRID 405807 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][N:9]3[C:12]([C:15]([O:17]CC)=[O:16])=[CH:13][N:14]=[C:8]3[CH:7]=2)=[N:2]1.[Li+].[OH-].Cl>C1COCC1.CO.O>[NH:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:11]=[CH:10][N:9]3[C:12]([C:15]([OH:17])=[O:16])=[CH:13][N:14]=[C:8]3[CH:7]=2)=[N:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 178469489HCID 178469489, compound

Product 1

HCID 178524703HCID 178524703, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

To a stirring solution of ethyl 7-(1H-pyrazol-3-yl)imidazo[1,2-a]pyridine-3-carboxylate (62) (103 mg, 0.4 mmol) in THF:MeOH:H2O (3:2:1, 1.6 mL) was added 6N LiOH (0.035 mL). The reaction was stirred at room temperature for 20 minutes. The pH was adjusted between 4-5 with 3N HCl. The resulting mixture was concentrated to yield 7-(1H-pyrazol-3-yl)imidazo[1,2-a]pyridine-3-carboxylic acid (63). MS (m/z) 229.2 (M+1)+.

Workup

  1. concentrationThe resulting mixture was concentrated

Sources & evidence

ORD record
ord-8402f3e4032546428dd9be01515c2c5a
Source dataset
uspto-grants-2014_06
Patent number
US08754071B2

Reaction notes

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