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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359743Generated: November 3, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → PHA-665752

https://huagongshe.com/reaction/1359743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidineHCID 853151—
Reactant5-[5-(2,6-dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acidHCID 59077507—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventSodium BicarbonateHCID 516892—
ProductPHA-665752HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599902B2
Source datasetuspto-grants-2003_07
ORD IDord-8e38c1bb585b4d9ea9644f02d3484bd8
Source noteuspto-grants-2003_07