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 → 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione

HRID 546611

Reaktionsgleichung

Reaktionsgleichung von HRID 546611
Cl[CH2:2][C:3]([N:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:14]3[C:18](=[O:19])[C:17]([CH3:21])([CH3:20])[N:16]([CH2:22][C:23]4[CH:28]=[CH:27][N:26]=[C:25]([Cl:29])[CH:24]=4)[C:15]3=[O:30])[CH:12]=2)[C:7]([CH3:32])([CH3:31])[CH2:6]1)=[O:4]>C(N)(C)C>[Cl:29][C:25]1[CH:24]=[C:23]([CH2:22][N:16]2[C:17]([CH3:21])([CH3:20])[C:18](=[O:19])[N:14]([C:11]3[CH:12]=[C:13]4[C:8]([C:7]([CH3:32])([CH3:31])[CH2:6][N:5]4[C:3](=[O:4])[CH2:2][NH:5][CH:13]([CH3:8])[CH3:12])=[CH:9][CH:10]=3)[C:15]2=[O:30])[CH:28]=[CH:27][N:26]=1

Komponenten

3

Edukt 1

HCID 576259893-[1-(chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione

Produkt 1

HCID 576259921-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dioneAusbeute 160,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6363IsopropylamineLösungsmittel

Versuchsvorschrift

A solution of 1.426 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 25 mL of isopropylamine is refluxed for 4 hours. The reaction mixture is then concentrated under reduced pressure and the residue is taken up in 30 mL of water and triturated in 2 mL of diethyl ether. A solid forms, which is filtered off, washed with twice 5 mL of diisopropyl ether and dried to give 1.2 g of 1-[(2-chloropyridin-4-yl)methyl]-3-[1-(N-isopropylglycyl)-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl]-5,5-dimethylimidazolidine-2,4-dione, the characteristics of which are as follows:

Aufarbeitung

  1. concentrationThe reaction mixture is then concentrated under reduced pressure
  2. customtriturated in 2 mL of diethyl ether
  3. filtrationA solid forms, which is filtered off
  4. washwashed with twice 5 mL of diisopropyl ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5e00177c905a4418a32554eeccd4b10b
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935819B2

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