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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012620Generated: November 3, 2026

Cyclohexyl isocyanate → 1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl]-3-cyclohexyl-urea

https://huagongshe.com/reaction/1012620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexyl isocyanateHCID 18502—
Reactant(5-Amino-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanoneHCID 11538012—
SolventPyridineHCID 1049—
Product1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl]-3-cyclohexyl-ureaHCID 11167908—

Reaction Steps

Compound 494 (0.07 g, 0.18 mmol) was dissolved in pyridine (0.5 mL) and cyclohexyl isocyanate (0.036 mL, 0.28 mmol) was added. The solution was stirred at room temperature for 18 h. Work up as described in the preparation of compound 259. The crude product was purified by flash chromatography using a gradient of EtOAc/petroleum ether (40-60) 15:85→60:40 as the eluent. This afforded the title compound as a slightly coloured solid. 13C NMR (CD3OD) δ 198.5, 161.0 (dd), 157.9 (dd), 157.4, 151.1, 141.0, 138.9, 136.1, 135.0, 132.7, 132.0, 128.9, 127.4 (dd), 126.0 (dd), 122.5, 120.8, 116.6, 112.9, 112.6 (dd), 105.8 (dd), 49.8, 34.5, 26.7, 26.0, 19.7

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977387B2
Source datasetuspto-grants-2011_07
ORD IDord-2487bb03834f4c07ab948baf1f81ab49
Source noteuspto-grants-2011_07