HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine, hydrochloride → HCID 18333006, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 18333029 | HCID 18333029 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 18333006 | HCID 18333006 | 77.8% |
Reaction Steps
To a solution of 7-benzyloxycarbonylamino-2-oxo-1,2,3,4-tetrahydro-3-quinolinecarboxylic acid (7.0 g) in acetonitrile (80 ml) and THF (80 ml) were added dimethylamine hydrochloride (2.52 g), WSC(5.92 g), HOBt (3.15 g), and triethylamine (18 ml) subsequently at room temperature. The reaction mixture was stirred at room temperature for 10 hours, diluted with water, and extracted with combined solvent of ethyl acetate and THF. The organic layer was washed with 1N hydrochloric acid, water, saturated aqueous sodium hydrogencarbonate, water, saturated aqueous sodium chloride subsequently, dried, and concentrated. The precipitated crystals were washed with IPE to obtain the entitled compound (5.88 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329389B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-8901ee8fdfe14a83b7e42c915b94654d |
| Source note | uspto-grants-2001_12 |