HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59077483, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 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 | — |
| Reactant | Cyclopropylmethyl-(r)-1-pyrrolidin-2-ylmethyl-amine | HCID 66701774 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 59077483 | HCID 59077483 | — |
Reaction Steps
To 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 (200 mg, 0.4 mmol), EDAC (150 mg, 0.78 mmol) and HOBt (54 mg, 0.4 mmol) in DMF (4 mL) was added cyclopropylmethyl-(R)-1-pyrrolidin-2-ylmethyl-amine (100 mg, 0.65 mmol) and TEA (0.12 mL). The mixture was stirred at rt for 20 hours. The reaction was diluted with water and NaHCO3, extracted with 5% methanol in DCM. The combined extracts were 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-7a2a3c45fb0342689724f3f5e1379140 |
| Source note | uspto-grants-2003_07 |