Hydrochloric Acid → 2-(4-Pyridyl)-4-methylthiazole-5-carboxylic acid

HRID 278564Notes

Reaction equation

HRID 278564 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[S:5][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+].O1CCCC1CCO.Cl>O>[CH3:1][C:2]1[N:3]=[C:4]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[S:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 619089Ethyl 4-methyl-2-(pyridin-4-yl)-1,3-thiazole-5-carboxylateHCID 119895722-(Oxolan-2-yl)ethan-1-ol

Product 1

HCID 14837132-(4-Pyridyl)-4-methylthiazole-5-carboxylic acidYield 90.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 4-methyl-2-(4-pyridyl)thiazole-5-carboxylate (744 mg), 1 N NaOH (4 ml) and tetrahydrofuran-ethanol (1:1, 6 ml) was stirred at room temperature for 1 hour and diluted with water, to which was added 1 N hydrochloric acid (4 ml) to give the title compound as crystals (595 mg, 90.2%).

Sources & evidence

ORD record
ord-25cf9bce5db940d682c21e88c8adc033
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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