HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → PHA-665752
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine | HCID 853151 | — |
| Reactant | 5-[5-(2,6-dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid | HCID 59077507 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | PHA-665752 | HCID 10461815 | — |
Reaction Steps
A mixture of 5-[5-(2,6-dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (100 mg, 0.2 mmol), EDAC (80 mg, 0.41 mmol), HOBt (35 mg, 0.41 mmol), TEA (0.1 mL) and (R)-2-pyrrolidin-1-ylmethyl-pyrrolidine (0.5 mL) in DMF (4 mL) was stirred at rt for overnight. The reaction was diluted with water and sodium bicarbonate, extracted with ethyl acetate. The organic layer was concentrated and purified on a silica gel column to give the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06599902B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-8e38c1bb585b4d9ea9644f02d3484bd8 |
| Source note | uspto-grants-2003_07 |