Triethylamine → 2-Phenoxymethyl-1H-indole-5-carboxylic acid methyl ester

HRID 507228

Reaktionsgleichung

Reaktionsgleichung von HRID 507228
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6](I)[CH:5]=1.[C:13]1([O:19][CH2:20][C:21]#[CH:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C>CN(C=O)C.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:1][O:2][C:3]([C:4]1[CH:5]=[C:6]2[C:7](=[CH:8][CH:9]=1)[NH:10][C:21]([CH2:20][O:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:22]2)=[O:12]

Komponenten

7

Edukt 3

HCID 8471TriethylamineHCID 83613(Prop-2-ynyloxy)benzeneHCID 4104649Methyl 4-amino-3-iodobenzoate

Produkt 1

HCID 597322132-Phenoxymethyl-1H-indole-5-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 178418476HCID 178418476, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Resin bound 4-amino-3-iodo-benzoic acid methyl ester was suspended in DMF and treated with 15.6 g of phenyl propargylether, 60 ml of triethylamine and catalytic amounts of CuI and bis(triphenylphosphine)palladium(II) chloride. The resin was shaken for 6 h at 50° C. and washed subsequently with DMF, isopropanol/water and diethylether.

Aufarbeitung

  1. washwashed subsequently with DMF, isopropanol/water and diethylether

Quellen und Nachweise

ORD-Eintrag
ord-cf7969adc71142b7b74277fa3a117ae2
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786128B2

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