HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isocyanatocyclopropane → Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isocyanatocyclopropane | HCID 637659 | — |
| Reactant | N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester | HCID 57455730 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl [4-(4-chlorophenyl)-3-cyclopropyl-5-methyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetate | HCID 58012249 | — |
Reaction Steps
355 mg (1.32 mmol) of N-[2-(4-chlorophenyl)-1-methyl-2-oxoethyl]-glycine ethyl ester from Example 117A are placed in 5 ml tetrahydrofuran, treated with 109 mg (1.32 mmol) of cyclopropyl isocyanate and stirred overnight at room temperature. The reaction mixture is evaporated and the residue purified by flash chromatography on silica gel (eluent: first dichloromethane, then dichloromethane/methanol 200:1→100:1). 425 mg (91% of theory) of the target compound are thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084481B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-11ca6f622d1c4fcfa245cc9680d0d1a1 |
| Source note | uspto-grants-2011_12 |