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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546608Generated: October 25, 2026

Dimethylamine → 1-(2-chloropyridin-4-ylmethyl)-3-[1-(2-dimethylamino-acetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-imidazolidine-2,4-dione

https://huagongshe.com/reaction/546608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant3-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dioneHCID 57625989—
SolventTetrahydrofuranHCID 8028—
Product1-(2-chloropyridin-4-ylmethyl)-3-[1-(2-dimethylamino-acetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethyl-imidazolidine-2,4-dioneHCID 57626001—

Reaction Steps

A solution of 0.951 g of 3-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage j) of Example 3 in 80 mL of a 2M solution of dimethylamine in tetrahydrofuran is heated at 60° C. for 4 hours. The reaction mixture is then concentrated under reduced pressure and is triturated in 30 mL of water. A solid forms, which is filtered off, washed with twice 5 mL of diisopropyl ether and dried to give 3.5 g of 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N,N-dimethylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935819B2
Source datasetuspto-grants-2011_05
ORD IDord-1b469954a8d649e6ba5941575cb0a7f4
Source noteuspto-grants-2011_05