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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012616Generated: October 27, 2026

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

https://huagongshe.com/reaction/1012616

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methoxyphenyl isocyanateHCID 87843—
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-(3-methoxy-phenyl)-ureaHCID 58677515—

Reaction Steps

Compound 494 (0.03 g, 0.08 mmol) was dissolved in pyridine (0.2 mL) and 3-methoxyphenyl isocyanate (0.016 mL, 0.12 mmol) was added. The solution was stirred at room temperature for 1.5 h. Work up as described in the preparation of compound 259. The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 2:3 as the eluent. This afforded the title compound as a slightly coloured solid. 13C NMR (CD3OD) δ 198.3, 161.7, 161.0 (dd), 157.9 (dd), 155.3, 151.2, 141.6, 141.2, 138.3, 136.2, 135.0, 132.7, 132.6, 130.6, 128.7, 127.4 (dd), 126.0 (dd), 122.8, 121.1, 116.7, 113.0, 112.7, 112.6 (dd), 109.5, 106.3, 105.8 (dd), 55.7, 19.7

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977387B2
Source datasetuspto-grants-2011_07
ORD IDord-c15507f69cde40928943bc7e01f0e704
Source noteuspto-grants-2011_07