HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 67180520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | HCID 67180116 | HCID 67180116 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67180520 | HCID 67180520 | 21% |
Reaction Steps
To a mixture of ethyl 3-(1-(5-(1H-imidazol-1-yl)pyridin-2-yl)-5-(4-bromophenyl)-1H-pyrrol-2-yl)propanoate (29A) (200 mg, 0.43 mmol) and imidazole (35 mg, 0.516 mmol) in DMSO (5 mL) was added L-proline (19.8 mg, 0.172 mmol), CuI (16.4 mg, 0.086 mmol) and K2CO3 (119 mg, 0.86 mmol). The resultant mixture was heated at 150° C. for 5 h under microwave irradiation, poured into water and extracted with EA for 5 times. The combined organic layers were washed with brine, dried over MgSO4, concentrated and purified by silica gel column chromatography (DCM:MeOH=20:1) to afford ethyl 3-(5-(4-(1H-imidazol-1-yl)phenyl)-1-(5-(1H-imidazol-1-yl)pyridin-2-yl)-1H-pyrrol-2-yl)propanoate as a brown oil (40 mg, 21%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691816B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-1c582e5b70cc4ad5b063f1ba42930b7c |
| Source note | uspto-grants-2014_04 |