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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062638Generated: November 3, 2026

Sodium Bicarbonate → N-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]isonicotinamide

https://huagongshe.com/reaction/1062638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant[4-(3,5-Dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl)amineHCID 9925734—
ReactantIsonicotinoyl chloride hydrochlorideHCID 12262826—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylacetamideHCID 31374—
ProductN-[4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]isonicotinamideHCID 2228230932%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of [4-(3,5-dimethylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]amine (0.51 g, 1.8 mmol) and 4-dimethylaminopyridine (0.07 g, 0.56 mmol) in N,N-dimethylacetamide (10 mL) was added isonicotinoyl chloride hydrochloride (0.48 g, 2.72 mmol) and the mixture was stirred at 80° C. for 14 h. To the reaction mixture was poured aqueous sodium hydrogencarbonate solution and the precipitated solid was collected by filtration. The obtained solid was washed with water and dried. The crude crystals were recrystallized from ethanol to give the title compound (0.22 g, yield 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06962933B1
Source datasetuspto-grants-2005_11
ORD IDord-a054d94b26e3449982992bdddaab48e7
Source noteuspto-grants-2005_11