HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(6-aminopyridin-3-yl)-2-{1-[(benzhydrylcarbamoyl)methyl]-1H-imidazol-4-yl}propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromo-N-(diphenylmethyl)acetamide | HCID 14185948 | — |
| Reactant | HCID 178470993 | HCID 178470993 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 3-(6-aminopyridin-3-yl)-2-{1-[(benzhydrylcarbamoyl)methyl]-1H-imidazol-4-yl}propionate | HCID 69331537 | 64.2% |
Reaction Steps
A solution of 60.1 mg (0.23 mmol) of the compound from example 1g in 1 ml of absolute DMF was mixed with 11 mg (0.23 mmol) of sodium hydride (50%) and stirred at RT for 1 h. Then 70.3 mg (0.23 mmol) of the compound from example 10a were added, and the mixture was stirred at RT for 1 h. The reaction solution was mixed with 1 ml of water and extracted several times with EA. The combined EA extracts were dried over Na2SO4, filtered and concentrated. Purification of the resulting residue by chromatography on silica gel with CH2Cl2/methanol (9:1) as mobile phase afforded 71.4 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710232B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9c841cbdad7f4de1ba1c240ee17021ed |
| Source note | uspto-grants-2014_04 |