HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (rac) 3-[6-(4-Chlorophenoxy)-1-methyl-hexylamino]-4-(pyridin-3-yl-amino)-cyclobut-3-ene-1,2-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 3-(Pyridin-3-ylamino)-4-ethoxy-cyclobut-3-ene-1,2-dione | HCID 10512991 | — |
| Reactant | 6-(4-Chlorophenoxy)-1-methyl-hexylamine | HCID 59781554 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (rac) 3-[6-(4-Chlorophenoxy)-1-methyl-hexylamino]-4-(pyridin-3-yl-amino)-cyclobut-3-ene-1,2-dione | HCID 87612561 | 12% |
Reaction Steps
The title compound was prepared from 3-ethoxy-4-(pyridine-3-yl-amino)-3-cyclobutene-1,2-dione (164 mg, 0.75 mmol) prepared according to example 1A and crude 6-(4-chlorophenoxy)-1-methyl-hexylamine (738 mg) in refluxing EtOH (15 ml). After 36 h the solvent was evaporated and the product was isolated by preparative HPLC chromatography using a gradient of 30 to 50% MeCN in 0.01% aq. TFA and subsequent freeze drying of the product containing fractions.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450348B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-4cc0153fa1cb40eb95c6c589e6f899c2 |
| Source note | uspto-grants-2013_05 |