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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727359Generated: October 26, 2026

Acetyl chloride → N-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamide

https://huagongshe.com/reaction/1727359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantDimethylacetamideHCID 31374—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[2-Amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamineHCID 9966038—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductN-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamideHCID 5343216458%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-[2-amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine (0.40 g, 1.4 mmol) and 4-dimethylaminopyridine (0.055 g, 0.45 mmol) in N,N-dimethylacetamide (10 mL) was added acetyl chloride (0.3 mL, 4.2 mmol), and the mixture was stirred for 14 hours at 70° C. An aqueous sodium hydrogen carbonate solution was poured into the reaction mixture, and extracted with ethyl acetate. The extracts were washed with brine, then, dried and concentrated. The crude crystal was recrystallized from ethanol to obtain a title compound (0.30 g, yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495018B2
Source datasetuspto-grants-2009_02
ORD IDord-bfd3eac912c047cb81685582468560e3
Source noteuspto-grants-2009_02