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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258778Generated: November 1, 2026

Diisopropyl Ether → Sunitinib

https://huagongshe.com/reaction/1258778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantPyrrolidineHCID 31268—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantN-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamideHCID 20761785—
SolventDiethyl EtherHCID 3283—
Solventtert-Butyl methyl etherHCID 15413—
ProductSunitinibHCID 5329102—

Reaction Steps

According to the process of the present invention, 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)-amide (IX) and 5-Fluoro-1,3-dihydro-indol-2-one (X) in ether solvents like diethyl ether, isopropyl ether or methyl tertiary butyl ether are reacted in presence of catalytic amount of pyrrolidine as base at reflux temperature for 3-9 hours. The resultant Sunitinib base is again triturated with the same solvent at reflux temperature for 1-2 hours and isolated at a temperature ranging from 20-45° C., preferably at 25-35° and most preferably at 25-30° C. and dried at 60° C. for 5-20 hours to get Sunitinib base (I) as orange crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466190B2
Source datasetuspto-grants-2013_06
ORD IDord-092efa5929114fb9b896ee6d91fa153e
Source noteuspto-grants-2013_06