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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252726Generated: November 1, 2026

2,4-Difluorophenyl isocyanate → N-(5-{6-Chloro-5-[3-(2,4-difluorophenyl)ureido]-pyridin-3-yl}-4-methyl-1,3-thiazol-2-yl)acetamide

https://huagongshe.com/reaction/252726

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Difluorophenyl isocyanateHCID 593258—
ReactantN-[5-(5-amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamideHCID 86244450—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-{6-Chloro-5-[3-(2,4-difluorophenyl)ureido]-pyridin-3-yl}-4-methyl-1,3-thiazol-2-yl)acetamideHCID 86620402—

Reaction Conditions

Temperature50 °C

Reaction Steps

2,4-Difluorophenyl isocyanate (0.022 mL) was added to a stirred solution of N-[5-(5-amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide (50 mg) in THF (1 mL) and the resultant solution was stirred and heated to 50° C. for 1 hour. The mixture was cooled to room temperature and concentrated by evaporation. The residue was purified by preparative HPLC. There was thus obtained the title compound as a white solid (20 mg); 1H NMR Spectrum: (DMSOd6) 2.16 (s, 3H), 2.39 (s, 3H), 7.05-7.08 (m, 1H), 7.33-7.37 (m, 1H), 8.09-8.14 (m, 1H), 8.17 (s, 1H), 8.67 (m, 1H), 8.67 (s, 1H), 9.48 (s, 1H); Mass Spectrum: M+H+ 438.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868188B2
Source datasetuspto-grants-2011_01
ORD IDord-4ef8fb1d0f614468ae1c18cf39b661db
Source noteuspto-grants-2011_01