HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl bromide → Ethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl bromide | HCID 7960 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | HCID 178470993 | HCID 178470993 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate | HCID 11544682 | 22.9% |
Reaction Steps
A solution of 60.1 mg (0.23 mmol) of the compound from example 1g, 37.7 mg (0.23 mmol) of bromocyclohexane and 100 μl of triethylamine in 1 ml of absolute THF was treated in a microwave at 170° C. for 40 min. The reaction solution was then taken up in a little EA/water (1:1), and the phases were separated off, dried over Na2SO4, filtered and evaporated to dryness. Purification by chromatography on RP silica gel with CH3CN/water/0.1% TFA as mobile phase and freeze-drying of the combined product fractions afforded 18.0 mg of the desired compound as bistrifluoroacetate in the form of an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710232B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-13de9d4c20a745ad8e4286c2483a3358 |
| Source note | uspto-grants-2014_04 |