HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl isocyanate → 1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl]-3-cyclohexyl-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl isocyanate | HCID 18502 | — |
| Reactant | (5-Amino-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone | HCID 11538012 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl]-3-cyclohexyl-urea | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977387B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-2487bb03834f4c07ab948baf1f81ab49 |
| Source note | uspto-grants-2011_07 |