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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714446Generated: October 25, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-[3-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazol-1-yl]-3-pyrrolidin-1-yl-propane-1,3-dione

https://huagongshe.com/reaction/1714446

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantDiisopropylethylamineHCID 81531—
ReactantJnj-10198409HCID 9797370—
ReactantHCID 11457817HCID 11457817—
ReactantHCID 178526939HCID 178526939—
SolventDimethylformamideHCID 6228—
Product1-[3-(3-Fluoro-phenylamino)-6,7-dimethoxy-4H-indeno[1,2-c]pyrazol-1-yl]-3-pyrrolidin-1-yl-propane-1,3-dioneHCID 18445442—

Reaction Steps

A mixture of (6,7-Dimethoxy-1,4-dihydro-indeno[1,2-c]pyrazol-3-yl)-(3-fluoro-phenyl)-amine (Compound 14) (0.36, 1.0 mmol), 3-Oxo-3-pyrrolidin-1-yl-propionic acid (Compound 28a) (0.157 g, 1.0 mmole), 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide (EDC) (0.24 g, 1.25 mmol), hydroxybenzo-triazole hydrate (HOBT) (0.17 g, 1.25 mmol) and DIEA (0.220 mL, 1.25 mmol) was stirred in 10 mL DMF over night at room temperature. The reaction was quenched with saturated NaHCO3 and extracted with EtOAc. The solvent was removed in vacuo and the crude material was prepped on the Gilson. Lyophilization produced a white powder. MS m/z 465.1 (M+H)+;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795440B2
Source datasetuspto-grants-2010_09
ORD IDord-6d5a3b41da964a938e5e04ce479d600f
Source noteuspto-grants-2010_09