HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22349911, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid | HCID 688396 | — |
| Reactant | HCID 22349880 | HCID 22349880 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22349911 | HCID 22349911 | 62.2% |
Reaction Steps
The above-mentioned amine (80 mg, 0.28 mmol), was dissolved in anhydrous DCM (4 mL). To this stirred solution was added 1-[(tert-butoxycarbonyl)amino]cyclopropanecarboxylic acid (67 mg, 0.33 mmol), HOBt.H2O (8 mg, 0.08 mmol) and lastly EDCI (69 g, 0.36 mmol). This mixture was allowed to stir overnight. Solvent was then removed under reduced pressure and the residue was subjected to silica gel chromatography eluting with a 1-3% MeOH in DCM gradient to provide methyl 4′-{1-[({1-[(tert-butoxycarbonyl)amino]cyclopropyl}carbonyl)amino]-1-methylethyl}-3-fluoro-1,1′-biphenyl-2-carboxylate (82 mg), giving LC/MS and proton NMR spectra consistent with theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06919343B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-028342bd006944f48568b1118375f12c |
| Source note | uspto-grants-2005_07 |