Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Cyclopropylacetyl chloride | HCID 14326268 | — |
| Reactant | HCID 69671093 | HCID 69671093 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 69671260 | HCID 69671260 | 79% |
Reaction Steps
To a solution of 3-(2-chlorophenyl)-3-[(3-methylbutan-2-yl)amino]acrylonitrile (1 g, 4.02 mmol, 1 eq.) in 1,2-dichloroethane (2 ml) were added cyclopropylacetyl chloride (1.71 g, 16.08 mmol, 4 eq.) and pyridine (1.58 g, 20.1 mmol, Seq.) and the solution was heated to 80° C. for 8 h. The reaction was quenched with 1N aq. HCl (20 ml) and extracted with ethylacetate. The organic layers were combined and washed with 1N aq. NaOH (20 ml), dired over MgSO4 and concentration under vacuum. The residual oil was subjected to column chromatography to give 2-{(2-chlorophenyl)[(3-methylbutan-2-yl)amino]methylene}-3-oxohexanenitrile (1.012 g, 75% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09351489B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-571ec33ce857474d9dc383940599cbad |
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| Source note | uspto-grants-2016_05 |
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