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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178588Generated: October 25, 2026

Benzoyl chloride → N-[4-[2-Benzoylamino-4-(4-methoxyphenyl)-1,3-thiazol-5-YL]-2-pyridyl]benzamide

https://huagongshe.com/reaction/1178588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[2-Amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamineHCID 9966038—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylacetamideHCID 31374—
ProductN-[4-[2-Benzoylamino-4-(4-methoxyphenyl)-1,3-thiazol-5-YL]-2-pyridyl]benzamideHCID 980621937%

Reaction Conditions

Temperature70 °C

Reaction Steps

Benzoyl chloride (0.59 g, 4.2 mmol) and 4-dimethylaminopyridine (0.05 g, 0.4 mmol) were added to a solution of 4-[2-amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine (0.42 g, 1.4 mmol) in N,N-dimethylacetamide (10 mL) and the mixture was stirred at 70° C. for 19 hours. After the reaction mixture was cooled to room temperature, a saturated aqueous solution of sodium hydrogencarbonate (50 mL) was added. The resulting crude crystals were collected by filtration and washed with water. The crude crystals were recrystallized from ethanol to obtain 0.26 g (0.51 mmol, yield 37%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07276527B2
Source datasetuspto-grants-2007_10
ORD IDord-c10c6cc00649413ab9dfabbbddcfa6f4
Source noteuspto-grants-2007_10