HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-Cyclohexyloxycarbonyloxyethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Chloroethyl Cyclohexyl Carbonate | HCID 11229529 | — |
| Reactant | 3-(6-Aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionic acid hydrochloride | HCID 69454045 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Cyclohexyloxycarbonyloxyethyl 3-(6-aminopyridin-3-yl)-2-(1-cyclohexyl-1H-imidazol-4-yl)propionate | HCID 11648744 | 41.3% |
Reaction Steps
A solution of 50.0 mg (0.16 mmol) of the compound from example 1i and 39 mg (0.19 mmol) of 1-cyclohexyloxycarbonyloxy-1-ethyl chloride, 13 mg (0.08 mmol) of KI and 26 mg (0.19 mmol) of K2CO3 in 2 ml of DMF was stirred at 60° C. for 12 h. Then 5 ml of water were added and the reaction solution was extracted several times with EA. The combined EA extracts were dried, filtered and concentrated to dryness. The resulting residue was purified on silica gel with CH2Cl2/methanol as mobile phase, resulting in 32 mg of the title compound 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-cc0d635853b74da9a230ff0d40108b32 |
| Source note | uspto-grants-2014_04 |