4-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid → 3-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl ester

HRID 412553Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412553
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH:10][CH2:11][CH2:12][OH:13])[C:5]#[N:6].[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH:23]([O:26][C:27]2[CH:37]=[CH:36][C:30]([O:31][CH2:32][C:33](O)=[O:34])=[CH:29][CH:28]=2)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>C(Cl)(Cl)Cl>[C:14]([O:18][C:19]([N:21]1[CH2:25][CH2:24][CH:23]([O:26][C:27]2[CH:28]=[CH:29][C:30]([O:31][CH2:32][C:33](=[O:34])[NH:1][C:2]3[CH:3]=[C:4]([C:5]#[N:6])[CH:7]=[CH:8][C:9]=3[NH:10][CH2:11][CH2:12][OH:13])=[CH:36][CH:37]=2)[CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]

Komponenten

4

Edukt 2

HCID 185363434-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acidHCID 185364343-Amino4-(2-hydroxyethylamino)benzonitrile

Produkt 1

HCID 696974193-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl esterAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 3-amino-4-(2-hydroxyethylamino)benzonitrile (1.21 g) and 4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid (2.30 g) in chloroform (50 ml) was added 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroxyquinoline (2.19 g), and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) to give the title compound (2.56 g).

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4)

Quellen und Nachweise

ORD-Eintrag
ord-479ec4dad8e14a0ba282c76192ca851c
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562828B1

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