HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → HCID 121393712, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | HCID 121393736 | HCID 121393736 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 121393712 | HCID 121393712 | — |
Reaction Steps
4-Nitrophenyl chloroformate (226 mg, 1.12 mmol) was added portion wise to a solution of 4-(5-{5-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-2,3-dihydro-1H-imidazol-4-yl}-1H-pyrazol-1-yl)benzonitrile (Example 1) (409 mg, 1.0 mmol) and triethylamine (0.355 mL, 2.55 mmol) in DCM (12 mL) under a nitrogen atmosphere. The mixture was stirred for 2.75 h giving a yellow solution. A solution of ethylamine (3.0 mL of a 2M solution in THF, 6 mmol) was added. The mixture was stirred for a further 2.5 h then concentrated in vacuo. The residue was chromatographed on silica gel eluting with 10-40% EtOAc in DCM then recolumned on silica gel with 25-60% EtOAc in cyclohexane to afford the title compound as a colourless foam after drying in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409870B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-799b348ccd104d9886ef3d14cf95a719 |
| Source note | uspto-grants-2016_08 |