HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 10125909, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 5-Chloro-1H-indole-2-carboxylic acid | HCID 82693 | — |
| Reactant | 3-Amino-3,4-dihydroquinolin-2(1H)-one--hydrogen chloride (1/1) | HCID 13499428 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10125909 | HCID 10125909 | 66% |
Reaction Steps
5-Chloroindole-2-carboxylic acid (196 mg, 1 mmol) was dissolved in DMF (5 mL) containing 3-amino-3,4-dihydroquinolin-2(1H)-one hydrochloride (J. Med. Chem. 28, 1985, 1511–16; 162 mg, 1 mmol), EDCI (192 mg, 1 mmol) and HOBT (135 mg, 1 mmol). The mixture was stirred at ambient temperature for approximately 18 h before being partitioned between water and EtOAc. The organics were washed with water, saturated aqueous NaHCO3, saturated brine and dried over MgSO4; then filtered and evaporated to afford the title compound (212 mg, 66%) as an amorphous white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169927B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-c485cf78945644e5949ae03c14e6aa3c |
| Source note | uspto-grants-2007_01 |