HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86666272, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | HCID 67777753 | HCID 67777753 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86666272 | HCID 86666272 | 85.6% |
Reaction Steps
WSC (4.89 g) was added to a solution of N,O-dimethylhydroxyamine hydrochloride (2.49 g), [2-bromo-4-(cyclopropylmethoxy)phenyl]acetic acid (4.85 g), HOBt (3.91 g) and triethylamine (3.56 mL) in acetonitrile (100 mL), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate. The mixture was washed with 1M hydrochloric acid, water, saturated sodium hydrogen carbonate and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, passed through an NH silica gel pad, and the solvent was evaporated under reduced pressure to give the title compound (4.78 g). MS (ESI+): [M+H]+ 328.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729102B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-4b6d00adc37e4dfc918ff6e4ed47f1f7 |
| Source note | uspto-grants-2014_05 |